1,205 results
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2. A white paper on Phospholipid Hydroperoxide Glutathione Peroxidase (GPx4) forty years later.
- Author
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Ursini, Fulvio, Bosello Travain, Valentina, Cozza, Giorgio, Miotto, Giovanni, Roveri, Antonella, Toppo, Stefano, and Maiorino, Matilde
- Subjects
- *
MEMBRANE lipids , *GLUTATHIONE peroxidase , *REVERSE genetics , *PEROXIDASE , *CELL death , *ANTINEOPLASTIC agents , *DEGENERATION (Pathology) - Abstract
The purification of a protein inhibiting lipid peroxidation led to the discovery of the selenoperoxidase GPx4 forty years ago. Thus, the evidence of the enzymatic activity was reached after identifying the biological effect and unambiguously defined the relationship between the biological function and the enzymatic activity. In the syllogism where GPx4 inhibits lipid peroxidation and its inhibition is lethal, cell death is operated by lipid peroxidation. Based on this rationale, this form of cell death emerged as regulated iron-enforced oxygen toxicity and was named ferroptosis in 2012. In the last decades, we learned that reduction of lipid hydroperoxides is indispensable and, in cooperation with prooxidant systems, controls the critical steady state of lipid peroxidation. This concept defined the GPx4 reaction as both the target for possible anti-cancer therapy and if insufficient, as cause of degenerative diseases. We know the reaction mechanism, but the details of the interaction at the membrane cytosol interface are still poorly defined. We know the gene structure, but the knowledge about expression control is still limited. The same holds true for post-transcriptional modifications. Reverse genetics indicate that GPx4 has a role in inflammation, immunity, and differentiation, but the observations emerging from these studies need a more specifically addressed biochemical evidence. Finally, the role of GPx4 in spermatogenesis disclosed an area unconnected to lipid peroxidation. In its mitochondrial and nuclear form, the peroxidase catalyzes the oxidation of protein thiols in two specific aspects of sperm maturation: stabilization of the mid-piece and chromatin compaction. Thus, although available evidence converges to the notion that GPx4 activity is vital due to the inhibition of lipid peroxidation, it is reasonable to foresee other unknown aspects of the GPx4 reaction to be disclosed. [Display omitted] • GPx4 is the vital selenoperoxidase active on membrane lipid hydroperoxides. • The redox center is flanked by a site for binding the phospholipid polar head. • GPx4 prevents regulated cell death routines operated by peroxidation. • Survival controlled by GPx4 impacts on immunity inflammation and differentiation. • Protein oxidation by distinct GPx4 isoforms is indispensable to sperm maturation. [ABSTRACT FROM AUTHOR]
- Published
- 2022
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3. Influences of 1-methylcyclopropene-containing papers on the metabolisms of membrane lipids in Anxi persimmons during storage
- Author
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Hetong Lin, Yifen Lin, Hui Wang, Zhongqi Fan, Guo Chen, Lili Shi, and Yihui Chen
- Subjects
0106 biological sciences ,chemistry.chemical_compound ,chemistry ,Membrane lipids ,04 agricultural and veterinary sciences ,Food science ,0405 other agricultural sciences ,1-Methylcyclopropene ,01 natural sciences ,040501 horticulture ,010606 plant biology & botany ,Food Science - Abstract
Objectives The aim of this work was to analyse the effects of 1-methylcyclopropene (1-MCP) treatment on the metabolisms of membrane lipids in postharvest Anxi persimmons during storage. Materials and methods Anxi persimmon (Diospyros kaki L. f. cv. Anxi) fruits were treated by paper containing 1-MCP with a concentration of 1.35 μl/l. The cellular membrane permeability was analysed by the electric conductivity meter. The activities of lipoxygenase (LOX), phospholipase (PLD) and lipase were determined by spectrophotometry. The component and relative amounts of membrane fatty acids were determined using gas chromatograph (GC). Results The 1-MCP-treated Anxi persimmons manifested a lower electrolyte leakage rate, lower LOX, PLD and lipase activities, higher levels of unsaturated fatty acids (USFAs), higher ratio of USFAs to saturated fatty acids (SFAs) (U/S), higher index of USFAs (IUFA), but lower levels of SFAs. Conclusions The degradation and the metabolisms of membrane lipids could be suppressed by 1-MCP treatment, which might be accountable for the delaying softening of postharvest Anxi persimmons during storage.
- Published
- 2020
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4. Studies from Max-Planck-Institute for Molecular Cell Biology and Genetics Have Provided New Data on Plasma (MS-based lipidomics of human blood plasma: a community-initiated position paper to develop accepted guidelines)
- Subjects
Molecular biology ,Cells (Biology) ,Membrane lipids - Abstract
2018 OCT 20 (NewsRx) -- By a News Reporter-Staff News Editor at Obesity, Fitness & Wellness Week -- Current study results on Hematology - Plasma have been published. According to [...]
- Published
- 2018
5. Findings from Max Planck Institute of Molecular Cell Biology and Genetics in Plasma Reported (MS-based lipidomics of human blood plasma: a community-initiated position paper to develop accepted guidelines)
- Subjects
Molecular biology ,Cells (Biology) ,Membrane lipids - Abstract
2018 OCT 20 (NewsRx) -- By a News Reporter-Staff News Editor at Obesity, Fitness & Wellness Week -- Data detailed on Hematology - Plasma have been presented. According to news [...]
- Published
- 2018
6. Reports on Food Quality and Safety from Fujian Agricultural and Forestry University Provide New Insights (Influences of 1-methylcyclopropene-containing Papers On the Metabolisms of Membrane Lipids In Anxi Persimmons During Storage)
- Subjects
Food safety ,Membrane lipids ,Food/cooking/nutrition - Abstract
2020 DEC 3 (VerticalNews) -- By a News Reporter-Staff News Editor at Food Weekly News -- Investigators publish new report on Food - Food Quality and Safety. According to news [...]
- Published
- 2020
7. Lipid transfer proteins: the lipid commute via shuttles, bridges and tubes.
- Author
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Wong LH, Gatta AT, and Levine TP
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- Animals, Cell Membrane metabolism, Humans, Organelles metabolism, Biological Transport physiology, Carrier Proteins metabolism, Membrane Lipids metabolism
- Abstract
Lipids are distributed in a highly heterogeneous fashion in different cellular membranes. Only a minority of lipids achieve their final intracellular distribution through transport by vesicles. Instead, the bulk of lipid traffic is mediated by a large group of lipid transfer proteins (LTPs), which move small numbers of lipids at a time using hydrophobic cavities that stabilize lipid molecules outside membranes. Although the first LTPs were discovered almost 50 years ago, most progress in understanding these proteins has been made in the past few years, leading to considerable temporal and spatial refinement of our understanding of the function of these lipid transporters. The number of known LTPs has increased, with exciting discoveries of their multimeric assembly. Structural studies of LTPs have progressed from static crystal structures to dynamic structural approaches that show how conformational changes contribute to lipid handling at a sub-millisecond timescale. A major development has been the finding that many intracellular LTPs localize to two organelles at the same time, forming a shuttle, bridge or tube that links donor and acceptor compartments. The understanding of how different lipids achieve their final destination at the molecular level allows a better explanation of the range of defects that occur in diseases associated with lipid transport and distribution, opening up the possibility of developing therapies that specifically target lipid transfer.
- Published
- 2019
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8. Influences of 1-methylcyclopropene-containing papers on the metabolisms of membrane lipids in Anxi persimmons during storage.
- Author
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Wang, Hui, Chen, Guo, Shi, Lili, Lin, Hetong, Chen, Yihui, Lin, Yifen, and Fan, Zhongqi
- Subjects
1-Methylcyclopropene ,MEMBRANE lipids ,CELL membranes ,MEMBRANE permeability (Biology) ,LIPOXYGENASES - Abstract
Objectives The aim of this work was to analyse the effects of 1-methylcyclopropene (1-MCP) treatment on the metabolisms of membrane lipids in postharvest Anxi persimmons during storage. Materials and methods Anxi persimmon (Diospyros kaki L. f. cv. Anxi) fruits were treated by paper containing 1-MCP with a concentration of 1.35 μl/l. The cellular membrane permeability was analysed by the electric conductivity meter. The activities of lipoxygenase (LOX), phospholipase (PLD) and lipase were determined by spectrophotometry. The component and relative amounts of membrane fatty acids were determined using gas chromatograph (GC). Results The 1-MCP-treated Anxi persimmons manifested a lower electrolyte leakage rate, lower LOX, PLD and lipase activities, higher levels of unsaturated fatty acids (USFAs), higher ratio of USFAs to saturated fatty acids (SFAs) (U/S), higher index of USFAs (IUFA), but lower levels of SFAs. Conclusions The degradation and the metabolisms of membrane lipids could be suppressed by 1-MCP treatment, which might be accountable for the delaying softening of postharvest Anxi persimmons during storage. [ABSTRACT FROM AUTHOR]
- Published
- 2020
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9. MEMBRANE MAESTRO GEORGE CARMAN RETURNS TO THE JLR VETERAN ASSOCIATE EDITOR WILL WORK TO DRAW SPECIALIZED PAPERS TO THE JOURNAL OF LIPID RESEARCH
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Students ,Blood lipids ,Membrane lipids ,News, opinion and commentary - Abstract
ROCKVILLE, MD -- The following information was released by the American Society for Biochemistry and Molecular Biology (ASBMB): By John Arnst What a cell does with its lipids is a [...]
- Published
- 2018
10. Remodeling of membrane lipids associated with ABA-induced desiccation tolerance in Physcomitrium patens.
- Author
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Yu B, Wang C, and Jia Y
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- Stress, Physiological drug effects, Galactolipids metabolism, Phosphatidylcholines metabolism, Adaptation, Physiological drug effects, Dehydration, Abscisic Acid pharmacology, Abscisic Acid metabolism, Bryopsida drug effects, Bryopsida metabolism, Bryopsida physiology, Membrane Lipids metabolism, Desiccation
- Abstract
Pretreatment of Physcomitrium patens with abscisic acid (ABA) has been shown to induce desiccation tolerance. While previous research suggests that ABA-induced production of proteins and soluble sugars contributes to desiccation stress tolerance, additional mechanisms underlying this tolerance remain unclear. In this study, we found that ABA pretreatment led to increased levels of digalactosyl diacylglycerol (DGDG), phosphatidylcholine (PC), and phosphatidylinositol (PI), along with a decrease in monogalactosyl diacylglycerol (MGDG). These changes elevated the MGDG/DGDG and PC/phosphatidylethanolamine (PE) ratios, potentially stabilizing membranes and enhancing desiccation tolerance. Furthermore, ABA pretreatment effectively prevented membrane lipid degradation during desiccation and subsequent rehydration. These findings highlight ABA's role in desiccation tolerance through membrane lipid modulation, providing new insights into stress tolerance mechanisms in bryophytes., Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2024 Elsevier Inc. All rights reserved.)
- Published
- 2024
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11. DNP and ATP modulate the pulp softening and breakdown in fresh longan by acting on the antioxidant system and the metabolisms of membrane lipids and cell wall polysaccharides.
- Author
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Lin Y, Chen J, Lin Y, Lin M, Wang H, Fan Z, Lu W, Chen Y, and Lin H
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- Fruit chemistry, Fruit metabolism, Sapindaceae chemistry, Sapindaceae metabolism, Polysaccharides metabolism, Polysaccharides chemistry, Cell Wall metabolism, Cell Wall chemistry, Antioxidants metabolism, Antioxidants chemistry, Membrane Lipids metabolism, Adenosine Triphosphate metabolism
- Abstract
Compared to the control longan, DNP treatment elevated pulp breakdown index, reduced the values of pulp firmness, CSP, ISP, cellulose, and hemicellulose by enhancing the activities of PE, PG, Cx, XET, and β-Gal. Additionally, DNP treatment increased the levels of PLD, lipase, LOX, PA, and SFA, and decreased the values of PC, PI, USFA, U/S, and IUFA, displaying higher cell membrane permeability and more severe cell membrane damage in longan pulp. Furthermore, DNP treatment weakened the levels of SOD, CAT, APX, AsA, GSH, TP, and TF, thereby exacerbating ROS outbreak and MDA production. These results indicate that DNP treatment destroyed the antioxidant system to cause ROS eruption. This disruption further disturbed the metabolisms of membrane lipids and cell wall polysaccharides, leading to the breakdown of cell membrane and cell wall, and eventually aggravated longan pulp softening and breakdown. However, ATP treatment exhibited the opposite effects of DNP treatment., Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2024 Elsevier Ltd. All rights reserved.)
- Published
- 2024
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12. The impact of acyl-CoA:cholesterol transferase (ACAT) inhibitors on biophysical membrane properties depends on membrane lipid composition.
- Author
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To H, Reinholdt P, Bashawat M, Luck M, Lauritsen L, Akkerman V, Kroiss M, Wüstner D, Kongsted J, Müller P, and Scheidt HA
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- Humans, Molecular Dynamics Simulation, Cell Membrane metabolism, Cell Membrane drug effects, Benzimidazoles pharmacology, Benzimidazoles chemistry, Hemolysis drug effects, Lipid Bilayers metabolism, Lipid Bilayers chemistry, Erythrocytes drug effects, Erythrocytes metabolism, Acetamides, Sulfonamides, Sterol O-Acyltransferase antagonists & inhibitors, Sterol O-Acyltransferase metabolism, Membrane Lipids metabolism, Enzyme Inhibitors pharmacology, Enzyme Inhibitors chemistry
- Abstract
Acyl-coenzyme A: cholesterol acyltransferases are enzymes which are involved in the homeostasis of cholesterol. Impaired enzyme activity is associated with the occurrence of various diseases like Alzheimer's disease, atherosclerosis, and cancers. At present, mitotane is the only inhibitor of this class of enzymes in clinical use for the treatment of adrenocortical carcinoma but associated with common and severe adverse effects. The therapeutic effect of mitotane depends on its interaction with cellular membranes. The search for less toxic but equally effective compounds is hampered by an incomplete understanding of these biophysical properties. In the present study, the interaction of the three ACAT inhibitors nevanimibe, Sandoz 58-035, and AZD 3988 with membranes has been investigated using lipid model membranes in conjunction with biophysical experimental (NMR, ESR, fluorescence) and theoretical (MD simulations) approaches. The data show, that the drugs (i) incorporate into lipid membranes, (ii) differently influence the structure of lipid membranes; (iii) affect membrane structure depending on the lipid composition; and (iv) do not cause hemolysis of red blood cells. The results are discussed with regard to the use of the drugs, in particular to better understand their efficacy and possible side effects., Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2024 The Authors. Published by Elsevier B.V. All rights reserved.)
- Published
- 2024
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13. First Isolation and Structure Elucidation of GDNT‐β‐Glu – Tetraether Lipid Fragment from Archaeal Sulfolobus Strains
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Julia M. Börke, Olaf Scheufler, Christoph Hübner, Gerhard Hildebrand, Klaus Liefeith, Alexander Scholte, Steffen Czich, and Dieter Ströhl
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Stereochemistry ,archaea ,Chemical structure ,ved/biology.organism_classification_rank.species ,Mass Spectrometry ,Sulfolobus ,Diglycerides ,Membrane Lipids ,NMR spectroscopy ,hemic and lymphatic diseases ,Carbon-13 Magnetic Resonance Spectroscopy ,QD1-999 ,biology ,Full Paper ,tetraether lipids ,ved/biology ,Chemistry ,Sulfolobus solfataricus ,structure elucidation ,General Chemistry ,Nuclear magnetic resonance spectroscopy ,Full Papers ,biology.organism_classification ,Sulfolobus metallicus ,Membrane ,Cyclization ,Glycolipids ,Archaea - Abstract
Due to their special chemical structure, tetraether lipids (TEL) represent essential elements of archaeal membranes, providing these organisms with extraordinary properties. Here we describe the characterization of a newly isolated structural element of the main lipids. The TEL fragment GDNT‐β‐Glu was isolated from Sulfolobus metallicus and characterized in terms of its chemical structure by NMR‐ and MS‐investigations. The obtained data are dissimilar to analogically derived established structures – in essence, the binding relationships in the polar head group are re‐determined and verified. With this work, we provide an important contribution to the structure elucidation of intact TEL also contained in other Sulfolobus strains such as Solfulobus acidocaldarius and Sulfolobus solfataricus., The isolation and structure elucidation of a tetraether lipid (TEL) fragment GDNT‐β‐Glu occurring in Sulfolobus strains are described. The investigations reveal new knowledge regarding the binding relationships which is also important for the general structure determination of intact TEL.
- Published
- 2021
14. Investigating the role of membrane lipid composition differences on spray drying survival in Lactobacillus bulgaricus using non-targeted Lipidomics.
- Author
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Qiao F, Wang S, He J, Hung W, Ma X, Gong P, Li J, Sun T, De Souza C, Zhang L, and Lin K
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- Spray Drying, Microbial Viability, Cell Membrane chemistry, Cell Membrane metabolism, Lipidomics, Lactobacillus delbrueckii metabolism, Lactobacillus delbrueckii chemistry, Membrane Lipids chemistry, Membrane Lipids metabolism
- Abstract
The cell membrane, consisting of a phospholipid bilayer, is an important defense system of lactic acid bacteria (LAB) against adverse conditions. However, this membrane gets damaged during the process of spray drying of LAB into powder. In this study, two strains of Lactobacillus bulgaricus L9-7 and L4-2-12 with significantly different survival rates of about 22.49% and 0.43% after spray drying were explored at the cell membrane level. A total of 65 significantly different lipid species were screened from the cell membranes of two strains, with cardiolipin (CL) 15:1_22:6_24:0_28:0 being the crucial lipid species affecting membrane resistance. Finally, the KEGG enrichment analysis revealed that glycerophospholipid metabolism was the most predominant pathway, and eleven lipid species were annotated, including CL. Overall, this paper provides valuable insights into enhancing the heat tolerance of LAB., Competing Interests: Declaration of competing interest The authors declare no conflict of interest., (Copyright © 2024 Elsevier Ltd. All rights reserved.)
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- 2024
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15. Searching for the role of membrane lipids in the mechanism of antibacterial effect of hinokitiol.
- Author
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Wyżga B, Skóra M, Olechowska K, Broniatowski M, Wydro P, and Hąc-Wydro K
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- Lipid Bilayers chemistry, Cell Membrane drug effects, Microbial Sensitivity Tests, Tropolone pharmacology, Tropolone analogs & derivatives, Tropolone chemistry, Anti-Bacterial Agents pharmacology, Anti-Bacterial Agents chemistry, Monoterpenes pharmacology, Monoterpenes chemistry, Escherichia coli drug effects, Membrane Lipids chemistry, Membrane Lipids metabolism, Staphylococcus aureus drug effects
- Abstract
The aim of this work was to investigate the effect of monoterpenoid hinokitiol (β-thujaplicin) on the monolayers and bilayers composed of lipids typical for bacteria membranes and gain insight into the potential role of the lipids in antibacterial activity and selectivity of this compound. To explore this issue, the in vitro studies were performed on different bacterial strains to verify antibacterial potency of hinokitiol. Then, the experiments on E. coli and S. aureus bacteria membrane models (i.e. multicomponent lipid monolayers and bilayers) were done. Finally, the effect of hinokitiol on one component lipid monolayers was investigated. The lipids used in the experiments included Phosphatidylethanolamines (PEs), Phosphatidylglycerols (PGs) and Cardiolipins differing in the structure of the polar head and/or the hydrophobic chains. This choice allowed the analysis of correlations between the lipid structure and the effect of hinokitiol. In vitro tests confirmed the antimicrobial activity of hinokitiol against most of the strains tested. In addition, the in vitro tests showed that E. coli bacteria were more sensitive to hinokitiol than S. aureus bacteria. Interestingly, the studies on model systems evidenced that hinokitiol molecules are of stronger effect on E.coli film and they are able to insert into these systems even at membrane-related surface pressures. Moreover, the structure of the lipid and its content in the model system correlated with the effect exerted by hinokitiol on the monolayer properties. It was found that hinokitiol differs in the affinity to particular lipids and additionally hinokitiol/lipid interactions may occur according to different mechanisms. Namely, depending on the lipid structure, hinokitiol may incorporate into the lipid film (Cardiolipins and PEs) or interact preferentially with the lipid polar head (PGs) and form hydrogen bonds. The effect of hinokitiol on the lipids was determined by the charge and size of the polar head as well as by the spatial size of the lipid molecule. Moreover, comparing the lipids of the same polar heads, hinokitiol caused stronger expansion of the film formed from the lipid having unsaturated chains. The results obtained may explain the difference in the effect of hinokitiol on particular bacterial strains. In conclusions, it can be suggested that the lipids should be considered as the bacteria membrane structural elements of a possible role in the mechanism of action of hinokitiol., Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2024 The Authors. Published by Elsevier Inc. All rights reserved.)
- Published
- 2024
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16. Tert-Butylhydroquinone retards longan fruit deterioration by regulating membrane lipid and energy metabolisms.
- Author
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Yu Z, Tang D, Zhang Z, Jiang Y, Yang J, and Pan Y
- Subjects
- Plant Proteins metabolism, Lipid Metabolism drug effects, Food Preservation methods, Lipoxygenase metabolism, Lipase metabolism, Fruit chemistry, Fruit metabolism, Fruit drug effects, Hydroquinones metabolism, Hydroquinones pharmacology, Energy Metabolism drug effects, Membrane Lipids metabolism
- Abstract
Longan fruit deteriorates rapidly after harvest, which limits its storability. This study aimed to investigate the effect of tert-butylhydroquinone (TBHQ) on quality maintenance, membrane lipid metabolism, and energy status of longan fruit during 25 °C storage. Compared with control fruit, TBHQ treatment maintained better marketable fruit rate and suppressed activities of phospholipase D (PLD), lipase, and lipoxygenase (LOX), and downregulated expressions of DlPLD, DlLOX, and Dllipase. TBHQ also increased the ratio of unsaturated fatty acids to saturated fatty acids (U/S) and the index of unsaturated fatty acids (IUFA). In addition, higher levels of ATP, ADP, energy charge, NADP
+ / NADPH as well as higher activities of H+ -ATPase, Ca2+ -ATPase and NADK were also observed in TBHQ-treated fruit. These results suggested that TBHQ may maintain postharvest quality of longan fruit by regulating membrane lipid and energy metabolisms., Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2024 Elsevier Ltd. All rights reserved.)- Published
- 2024
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17. Effects of producing high levels of hyperthermophile-specific C 25 ,C 25 -archaeal membrane lipids in Escherichia coli.
- Author
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Yoshida R, Motoyama K, Ito T, and Hemmi H
- Subjects
- Aeropyrum metabolism, Cell Membrane metabolism, Membrane Lipids metabolism, Escherichia coli metabolism
- Abstract
A hyperthermophilic archaeon, Aeropyrum pernix, synthesizes C
25 ,C25 -archaeal membrane lipids, or extended archaeal membrane lipids, which contain two C25 isoprenoid chains that are linked to glycerol-1-phosphate via ether bonds and are longer than the usual C20 ,C20 -archaeal membrane lipids. The C25 ,C25 -archaeal membrane lipids are believed to allow the archaeon to survive under harsh conditions, because they are able to form lipid membranes that are impermeable at temperatures approaching the boiling point. The effect that C25 ,C25 -archaeal membrane lipids exert on living cells, however, remains unproven along with an explanation for why the hyperthermophilic archaeon synthesizes these specific lipids instead of the more common C20 ,C20 -archaeal lipids or double-headed tetraether lipids. To shed light on the effects that these hyperthermophile-specific membrane lipids exert on living cells, we have constructed an E. coli strain that produces C25 ,C25 -archaeal membrane lipids. However, a resultant low level of productivity would not allow us to assess the effects of their production in E. coli cells. Herein, we report an enhancement of the productivity of C25 ,C25 -archaeal membrane lipids in engineered E. coli strains via the introduction of metabolic pathways such as an artificial isoprenol utilization pathway where the precursors of isoprenoids are synthesized via a two-step phosphorylation of prenol and isoprenol supplemented to a growth medium. In the strain with the highest titer, a major component of C25 ,C25 -archaeal membrane lipids reached ∼11 % of total lipids of E. coli. It is noteworthy that the high production of the extended archaeal lipids did not significantly affect the growth of the bacterial cells. The permeability of the cell membrane of the strain became slightly lower in the presence of the exogenous membrane lipids with longer hydrocarbon chains, which demonstrated the possibility to enhance bacterial cell membranes by the hyperthermophile-specific lipids, along with the surprising robustness of the E. coli cell membrane., Competing Interests: Declaration of competing interest The authors declare the following financial interests/personal relationships which may be considered as potential competing interests: Hisashi Hemmi reports financial support was provided by Japan Society for the Promotion of Science. Hisashi Hemmi reports financial support was provided by Institute for Fermentation Osaka. Hisashi Hemmi reports financial support was provided by Noda Institute for Scientific Research. Hisashi Hemmi reports financial support was provided by Nagase Scientific Technology Foundation. Ryo Yoshida reports financial support was provided by Japan Society for the Promotion of Science. If there are other authors, they declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2024 The Authors. Published by Elsevier Inc. All rights reserved.)- Published
- 2024
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18. Mode of molecular interaction of triterpenoid saponin ginsenoside Rh2 with membrane lipids in liquid-disordered phases.
- Author
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Garza-Miyazato D, Hanashima S, Umegawa Y, Murata M, Kinoshita M, Matsumori N, and Greimel P
- Subjects
- Ginsenosides chemistry, Electrons, Magnetic Resonance Spectroscopy, X-Ray Diffraction, Microscopy, Fluorescence, Lipid Bilayers chemistry, Liposomes chemistry, Membrane Lipids chemistry
- Abstract
Ginsenoside Rh2 (Rh2) is a ginseng saponin comprising a triterpene core and one unit of glucose and has attracted much attention due to its diverse biological activities. In the present study, we used small-angle X-ray diffraction, solid-state NMR, fluorescence microscopy, and MD simulations to investigate the molecular interaction of Rh2 with membrane lipids in the liquid-disordered (Ld) phase mainly composed of palmitoyloleoylphosphatidylcholine compared with those in liquid-ordered (Lo) phase mainly composed of sphingomyelin and cholesterol. The electron density profiles determined by X-ray diffraction patterns indicated that Rh2 tends to be present in the shallow interior of the bilayer in the Ld phase, while Rh2 accumulation was significantly smaller in the Lo phase. Order parameters at intermediate depths in the bilayer leaflet obtained from
2 H NMR spectra and MD simulations indicated that Rh2 reduces the order of the acyl chains of lipids in the Ld phase. The dihydroxy group and glucose moiety at both ends of the hydrophobic triterpene core of Rh2 cause tilting of the molecular axis relative to the membrane normal, which may enhance membrane permeability by loosening the packing of lipid acyl chains. These features of Rh2 are distinct from steroidal saponins such as digitonin and dioscin, which exert strong membrane-disrupting activity., Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2024 Elsevier B.V. All rights reserved.)- Published
- 2024
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19. Metabolic and gene-expression analyses reveal developmental dynamics of cutin deposition in pomegranate fruit grown under different environmental conditions.
- Author
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Kaplan Y, Wang Y, Manasherova E, Cohen H, and Ginzberg I
- Subjects
- Plant Proteins genetics, Plant Proteins metabolism, Fruit metabolism, Fruit genetics, Fruit growth & development, Pomegranate metabolism, Pomegranate genetics, Pomegranate growth & development, Gene Expression Regulation, Plant, Membrane Lipids metabolism
- Abstract
The chemical and transcriptional changes in the cuticle of pomegranate (Punica granatum L.) fruit grown under different environmental conditions were studied. We collected fruit from three orchards located in different regions in Israel, each with a distinct microclimate. Fruit were collected at six phenological stages, and cutin monomers in the fruit cuticle were profiled by gas chromatography-mass spectrometry (GC-MS), along with qPCR transcript-expression analyses of selected cutin-related genes. While fruit phenotypes were comparable along development in all three orchards, principal component analyses of cutin monomer profiles suggested clear separation between cuticle samples of young green fruit to those of maturing fruit. Moreover, total cutin contents in green fruit were lower in the orchard characterized by a hot and dry climate compared to orchards with moderate temperatures. The variances detected in total cutin contents between orchards corresponded well with the expression patterns of BODYGUARD, a key biosynthetic gene operating in the cutin biosynthetic pathway. Based on our extraction protocols, we found that the cutin polyester that builds the pomegranate fruit cuticle accumulates some levels of gallic acid-the precursor of punicalagin, a well-known potent antioxidant metabolite in pomegranate fruit. The gallic acid was also one of the predominant metabolites contributing to the variability between developmental stages and orchards, and its accumulation levels were opposite to the expression patterns of the UGT73AL1 gene which glycosylates gallic acid to synthesize punicalagin. To the best of our knowledge, this is the first detailed composition of the cutin polyester that forms the pomegranate fruit cuticle., Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2024 Elsevier Masson SAS. All rights reserved.)
- Published
- 2024
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20. High-Light-Induced Stress Activates Lipid Deacylation at the Sn-2 Position in the Cyanobacterium Synechocystis Sp. PCC 6803
- Author
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Nobuyuki Takatani, Kazutaka Ikeda, Sumie Keta, Makiko Aichi, Kouji Kojima, U i Matsumoto, Kenji Nakahigashi, and Tatsuo Omata
- Subjects
Photoinhibition ,Light ,Lipid deacylation ,Physiology ,Membrane lipids ,Mutant ,Toxicity to FFAs ,Plant Science ,Fatty Acids, Nonesterified ,Genes, Plant ,AcademicSubjects/SCI01180 ,Palmitic acid ,Membrane Lipids ,chemistry.chemical_compound ,Gene Expression Regulation, Plant ,Stress, Physiological ,Regular Paper ,Cells, Cultured ,biology ,Adaptation, Ocular ,AcademicSubjects/SCI01210 ,Acyl-ACP synthetase ,Synechocystis ,Cell Biology ,General Medicine ,biology.organism_classification ,Editor's Choice ,chemistry ,Biochemistry ,Mutation ,lipids (amino acids, peptides, and proteins) ,Thiolester Hydrolases ,Heterologous expression ,Growth inhibition ,Intracellular - Abstract
Cyanobacterial mutants defective in acyl-acyl carrier protein synthetase (Aas) produce free fatty acids (FFAs) because the FFAs generated by deacylation of membrane lipids cannot be recycled. An engineered Aas-deficient mutant of Synechocystis sp. PCC 6803 grew normally under low-light (LL) conditions (50 µmol photons m−2 s−1) but was unable to sustain growth under high-light (HL) conditions (400 µmol photons m−2 s−1), revealing a crucial role of Aas in survival under the HL conditions. Several-times larger amounts of FFAs were produced by HL-exposed cultures than LL-grown cultures. Palmitic acid accounted for ∼85% of total FFAs in HL-exposed cultures, while C18 fatty acids (FAs) constituted ∼80% of the FFAs in LL-grown cultures. Since C16 FAs are esterified to the sn-2 position of lipids in the Synechocystis species, it was deduced that HL irradiation activated deacylation of lipids at the sn-2 position. Heterologous expression of FarB, the FFA exporter protein of Neisseria lactamica, prevented intracellular FFA accumulation and rescued the growth defect of the mutant under HL, indicating that intracellular FFA was the cause of growth inhibition. FarB expression also decreased the ‘per-cell’ yield of FFA under HL by 90% and decreased the proportion of palmitic acid to ∼15% of total FFA. These results indicated that the HL-induced lipid deacylation is triggered not by strong light per se but by HL-induced damage to the cells. It was deduced that there is a positive feedback loop between HL-induced damage and lipid deacylation, which is lethal unless FFA accumulation is prevented by Aas.
- Published
- 2021
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21. Mass Spectrometry Imaging Shows Modafinil, A Student Study Drug, Changes the Lipid Composition of the Fly Brain
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Mai H. Philipsen, Chaoyi Gu, Andrew G. Ewing, and Elias Ranjbari
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Spectrometry, Mass, Secondary Ion ,Modafinil ,secondary ion mass spectrometry ,Pharmacology ,drosophila melanogaster ,Catalysis ,Mass spectrometry imaging ,lipids ,chemistry.chemical_compound ,Mass Spectrometry | Hot Paper ,Membrane Lipids ,03 medical and health sciences ,0302 clinical medicine ,Phosphatidylcholine ,mental disorders ,medicine ,Animals ,Phosphatidylinositol ,Nootropic Agents ,030304 developmental biology ,Phosphatidylethanolamine ,Principal Component Analysis ,0303 health sciences ,biology ,cognitive enhancer ,Communication ,Psychoactive drug ,Brain ,General Chemistry ,General Medicine ,biology.organism_classification ,Communications ,3. Good health ,chemistry ,Drosophila melanogaster ,Sphingomyelin ,030217 neurology & neurosurgery ,medicine.drug - Abstract
Modafinil, a widely used psychoactive drug, has been shown to exert a positive impact on cognition and is used to treat sleep disorders and hyperactivity. Using time‐of‐flight secondary ion mass spectrometric imaging, we studied the changes of brain lipids of Drosophila melanogaster induced by modafinil to gain insight into the functional mechanism of modafinil in the brain. We found that upon modafinil treatment, the abundance of phosphatidylcholine and sphingomyelin species in the central brain of Drosophila is significantly decreased, whereas the levels of phosphatidylethanolamine and phosphatidylinositol in the brains show significant enhancement compared to the control flies. The alteration of brain lipids caused by modafinil is consistent with previous studies about cognition‐related drugs and offers a plausible mechanism regarding the action of modafinil in the brain as well as a potential target for the treatment of certain disorders., Modafinil, used for sleep disorder treatment, appears to enhance attention as well as improve learning and memory. Imaging mass spectrometry is used to investigate the effects of modafinil on the alteration of lipid composition on fly brain. Modafinil induces a decrease in PC and SM contents and increases the levels of PEs and PIs. The lipid changes caused by modafinil are similar to the effects of methylphenidate, which also improves cognition.
- Published
- 2021
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22. A Method for High‐Throughput Measurements of Viscosity in Sub‐micrometer‐Sized Membrane Systems
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James P. Sáenz, Grzegorz Chwastek, and Eugene P. Petrov
- Subjects
spectroscopy ,Materials science ,010402 general chemistry ,high-throughput screening ,01 natural sciences ,Biochemistry ,Absorbance ,Microviscosity ,Membrane Lipids ,chemistry.chemical_compound ,Membrane fluidity ,Lipid bilayer phase behavior ,Particle Size ,bacteria ,Lipid bilayer ,Molecular Biology ,Julolidine ,Fluorescent Dyes ,Full Paper ,Viscosity ,010405 organic chemistry ,Organic Chemistry ,Mycoplasma mycoides ,Full Papers ,High-Throughput Screening Assays ,0104 chemical sciences ,Membrane ,chemistry ,Molecular Medicine ,lipid membranes ,Biological system ,Plate reader - Abstract
To unravel the underlying principles of membrane adaptation in small systems like bacterial cells, robust approaches to characterize membrane fluidity are needed. Currently available relevant methods require advanced instrumentation and are not suitable for high‐throughput settings needed to elucidate the biochemical pathways involved in adaptation. We developed a fast, robust, and financially accessible quantitative method to measure the microviscosity of lipid membranes in bulk suspension using a commercially available plate reader. Our approach, which is suitable for high‐throughput screening, is based on the simultaneous measurements of absorbance and fluorescence emission of a viscosity‐sensitive fluorescent dye, 9‐(2,2‐dicyanovinyl)julolidine (DCVJ), incorporated into a lipid membrane. We validated our method using artificial membranes with various lipid compositions over a range of temperatures and observed values that were in good agreement with previously published results. Using our approach, we were able to detect a lipid phase transition in the ruminant pathogen Mycoplasma mycoides., Membrane adaptation: We developed a robust and financially accessible quantitative method to measure the microviscosity of lipid membranes that is suitable for high‐throughput screening. The approach is based on the simultaneous measurements of absorbance and fluorescence emission of a fluorescent dye and allows monitoring of the temperature dependence of viscosity in bacterial membranes.
- Published
- 2019
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23. Cocaine‐Specific Effects on Exosome Biogenesis in Microglial Cells
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Brian Sims, Sanjay Kumar, Qiana L. Matthews, Sparkle D. Williams, Courtnee’ R. Bell, and Brennetta J. Crenshaw
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0301 basic medicine ,Cell Survival ,Pharmacology ,Exosomes ,Biochemistry ,Cell Line ,Membrane Lipids ,Mice ,03 medical and health sciences ,Cellular and Molecular Neuroscience ,0302 clinical medicine ,Cocaine ,Heat shock protein ,medicine ,Animals ,Viability assay ,Heat-Shock Proteins ,Original Paper ,Organelle Biogenesis ,Heat shock proteins ,Microglia ,biology ,Chemistry ,Membrane Proteins ,General Medicine ,Lipids ,rab GTPases ,Microvesicles ,Hsp70 ,030104 developmental biology ,medicine.anatomical_structure ,Integrin alpha M ,rab GTP-Binding Proteins ,biology.protein ,Rab ,030217 neurology & neurosurgery ,Intracellular ,BV2 microglia - Abstract
Cocaine is a highly addictive stimulant and a well-known drug, with multiple effects on physiology. Cocaine can have direct effects on all cell types in the brain, including microglia. Microglia can be activated by other conditions, such as infection, inflammation, or injury. However, how cocaine regulates microglia and the influence of cocaine on microglial-derived exosomes remains unknown. Exosomes are nanovesicles that are responsible for intercellular communications, signaling, and trafficking necessary cargo for cell homeostasis. In this study, we hypothesized that cocaine affects exosome biogenesis and composition in BV2 microglial cells. BV2 microglial cells were cultured in exosome-depleted RPMI-1640 media and were treated according to the experimental designs. We observed that cell viability decreased by 11% at 100 µM cocaine treatment but was unaffected at other concentrations. After treatments, the exosomes were isolated from the condition media. Purified exosomes were characterized and quantified using transmission electron microscope (TEM) and nanoparticle tracking analysis (NTA). By NTA, there was a significant decrease in particles/mL after cocaine treatment. There was a 39.5%, 58.1%, 32.3% and 28.1% decrease in particles/mL at 100 nM, 1 μM, 10 μM and 100 μM cocaine, respectively. The characterization of exosomes and exosomal protein was performed by western/dot blot analyses. Tetraspanins CD11b, CD18 and CD63 were relatively unchanged after cocaine treatment. The heat shock proteins (Hsps), Hsp70 and Hsp90, were both significantly increased at 10 μM and 100 μM, but only hsp70 was significantly increased at 10 nM. The Rab proteins were assessed to investigate their role in cocaine-mediated exosomal decrease. Rab11 was significantly decreased at 10 nM, 100 nM, 1 μM, 10 μM and 100 μM by 15%, 28%, 25%, 38% and 22%, respectively. Rab27 was decreased at all concentrations but only significantly decreased at 100 nM, 1 μM and 100 μM cocaine by 21%, 24% and 23%, respectively. Rab35 had no significant changes noted when compared to control. Rab7 increased at all cocaine concentrations but only a significant increase in expression at 100 nM and 10 μM by 1.32-fold and 1.4-fold increase. Cocaine was found to alter exosome biogenesis and composition in BV2 microglial cells. Western and dot blot analyses verified the identities of purified exosomes, and the specific protein compositions of exosomes were found to change in the presence of cocaine. Furthermore, cocaine exposure modulated the expression of exosomal proteins, such as Hsps and Rab GTPases, suggesting the protein composition and formation of microglial-derived exosomes were regulated by cocaine. Supplementary Information The online version of this article (doi:10.1007/s11064-021-03231-2) contains supplementary material, which is available to authorized users.
- Published
- 2021
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24. Structural basis of self-assembly in the lipid-binding domain of mycobacterial polar growth factor Wag31
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Komal Choukate and Barnali Chaudhuri
- Subjects
Membrane lipids ,Stacking ,Crystal structure ,macromolecular substances ,Branching (polymer chemistry) ,Antiparallel (biochemistry) ,Biochemistry ,lipids ,03 medical and health sciences ,General Materials Science ,filaments ,030304 developmental biology ,mycobacterium tuberculosis ,Coiled coil ,0303 health sciences ,Crystallography ,coiled coil ,030306 microbiology ,Chemistry ,General Chemistry ,dimer assembly ,Condensed Matter Physics ,mycobacterial polar growth ,Research Papers ,QD901-999 ,Biophysics ,Polar ,Self-assembly - Abstract
The crystal structure of the N-terminal membrane anchoring domain of mycobacterial DivIVA/Wag31 reveals a filament-compatible ‘dimer-of-dimers’ assembly state. The results suggest that, in addition to lipid binding, the N-terminal of Wag31 can participate in self-assembly to form filamentous structures., Wag31, or DivIVA, is an essential protein and a drug target in the human pathogen Mycobacterium tuberculosis that self-assembles at the negatively curved membrane surface to form a higher-order structural scaffold, maintains rod-shaped cellular morphology and localizes key cell-wall synthesizing enzymes at the pole for exclusive polar growth. The crystal structure of the N-terminal lipid-binding domain of mycobacterial Wag31 was determined at 2.3 Å resolution. The structure revealed a highly polar surface lined with several conserved charged residues that suggest probable sites for interactions with membrane lipids. Crystal-packing analysis revealed a previously unseen ‘dimer-of-dimers’ assembly state of N-terminal Wag31, which is formed by antiparallel stacking of two coiled-coil dimers. Size-exclusion column-chromatography-coupled small-angle solution X-ray scattering data revealed a tetrameric form as a major assembly state of N-terminal Wag31 in solution, further supporting the crystal structure. The results suggest that, in addition to lipid binding, the N-terminal Wag31 can participate in self-assembly to form filamentous structures. Plausible models of linear self-assembly and branching of Wag31 filaments consistent with available data are suggested.
- Published
- 2020
25. Structural studies of geranylgeranylglyceryl phosphate synthase, a prenyltransferase found in thermophilic Euryarchaeota
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B. N. Gillott, K. E. Alderfer, J. A. Himmelberger, David W. Christianson, T. A. Ronnebaum, A. A. Barnett, and P. N. Blank
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0106 biological sciences ,0301 basic medicine ,Thermoplasma ,Stereochemistry ,Archaeal Proteins ,Thermoplasma volcanium ,Membrane lipids ,Prenyltransferase ,010603 evolutionary biology ,01 natural sciences ,03 medical and health sciences ,Structural Biology ,Catalytic Domain ,Protein Structure, Quaternary ,Thermostability ,Alkyl and Aryl Transferases ,biology ,Chemistry ,Thermophile ,Phospholipid Ethers ,Dimethylallyltranstransferase ,biology.organism_classification ,Research Papers ,030104 developmental biology ,Protein quaternary structure ,Protein Multimerization ,Euryarchaeota ,Archaea - Abstract
Archaea are uniquely adapted to thrive in harsh environments, and one of these adaptations involves the archaeal membrane lipids, which are characterized by their isoprenoid alkyl chains connected via ether linkages to glycerol 1-phosphate. The membrane lipids of the thermophilic and acidophilic euryarchaeota Thermoplasma volcanium are exclusively glycerol dibiphytanyl glycerol tetraethers. The first committed step in the biosynthetic pathway of these archaeal lipids is the formation of the ether linkage between glycerol 1-phosphate and geranylgeranyl diphosphate, and is catalyzed by the enzyme geranylgeranylglyceryl phosphate synthase (GGGPS). The 1.72 Å resolution crystal structure of GGGPS from T. volcanium (TvGGGPS) in complex with glycerol and sulfate is reported here. The crystal structure reveals TvGGGPS to be a dimer, which is consistent with the absence of the aromatic anchor residue in helix α5a that is required for hexamerization in other GGGPS homologs; the hexameric quaternary structure in GGGPS is thought to provide thermostability. A phylogenetic analysis of the Euryarchaeota and a parallel ancestral state reconstruction investigated the relationship between optimal growth temperature and the ancestral sequences. The presence of an aromatic anchor residue is not explained by temperature as an ecological parameter. An examination of the active site of the TvGGGPS dimer revealed that it may be able to accommodate longer isoprenoid substrates, supporting an alternative pathway of isoprenoid membrane-lipid synthesis.
- Published
- 2020
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26. The influence of the specific growth rate on the lipid composition of Sulfolobus acidocaldarius
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Oliver Spadiut, Günter Allmaier, Julian Quehenberger, and Ernst Pittenauer
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Sulfolobus acidocaldarius ,Hot Temperature ,Ether ,Microbiology ,Membrane Lipids ,03 medical and health sciences ,chemistry.chemical_compound ,Diether lipids ,Glycerol ,Tetraether lipids ,Growth rate ,Cyclopentane ,Specific growth rate ,030304 developmental biology ,Original Paper ,0303 health sciences ,030306 microbiology ,General Medicine ,Lipidome ,Terpenoid ,Membrane ,chemistry ,Biophysics ,Molecular Medicine ,lipids (amino acids, peptides, and proteins) ,Cyclopentane rings - Abstract
Archaeal lipids are constituted of two isoprenoid chains connected via ether bonds to glycerol in the sn-2, 3 position. Due to these unique properties archaeal lipids are significantly more stable against high temperature, low pH, oxidation and enzymatic degradation than conventional lipids. Additionally, in members of the phylum Crenarchaeota condensation of two (monopolar) archaeal diether lipids to a single (bipolar) tetraether lipid as well as formation of cyclopentane rings in the isoprenoid core strongly reduce permeability of the crenarchaeal membranes. In this work we show that the Crenarchaeum Sulfolobus acidocaldarius changes its lipid composition as reaction to a shift in growth rate caused by nutrient limitation. We thereby identified a novel influencing factor for the lipid composition of S. acidocaldarius and were able to determine the effect of this factor on the lipid composition by using MALDI-MS for the semi-quantification of an archaeal lipidome: a shift in the specific growth rate during a controlled continuous cultivation of S. acidocaldarius from 0.011 to 0.035 h−1 led to a change in the ratio of diether to tetraether lipids from 1:3 to 1:5 and a decrease of the average number of cyclopentane rings from 5.1 to 4.6.
- Published
- 2020
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27. Fumonisin distorts the cellular membrane lipid profile: A mechanistic insight.
- Author
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Ali O and Szabó A
- Subjects
- Animals, Humans, Cell Membrane drug effects, Cell Membrane metabolism, Oxidative Stress drug effects, Sphingolipids metabolism, Lipid Metabolism drug effects, Fumonisins toxicity, Membrane Lipids metabolism
- Abstract
Monitoring modifications in membrane lipids in association with external stimuli/agents, including fumonisins (FUMs), is a widely employed approach to assess cellular metabolic response/status. FUMs are prevalent fusariotoxins worldwide that have diverse structures with varying toxicity across species; nevertheless, they can induce metabolic disturbances and disease, including cancer. The capacity of FUMs to disrupt membrane lipids, demonstrated across numerous species and organs/tissues, is ascribed to a multitude of factors/events, which range from direct to indirect effects. Certain events are well established, whereas the potential consequences of others remain speculative. The most notable effect is their resemblance to sphingoid bases, which impacts the synthesis of ceramides leading to numerous changes in lipids' composition that are not limited to sphingolipids' composition of the membranes. The next plausible scenario involves the induction of oxidative stress, which is considered an indirect/secondary effect of FUMs. Additional modes of action include modifications of enzyme activities and nuclear signals related to lipid metabolism, although these are likely not yet fully comprehended. This review provides in-depth insight into the current state of these events and their potential mechanistic actions in modifying membrane lipids, with a focus on long-chain fatty acids. This paper also presents a detailed description of the reported modifications to membrane lipids by FUMs., Competing Interests: Declaration of Competing Interest We hereby declare that the authors affirm the absence of competing interest., (Copyright © 2024 The Authors. Published by Elsevier B.V. All rights reserved.)
- Published
- 2024
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28. Deciphering the distinct biocontrol activities of lipopeptides fengycin and surfactin through their differential impact on lipid membranes.
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Gilliard G, Demortier T, Boubsi F, Jijakli MH, Ongena M, De Clerck C, and Deleu M
- Subjects
- Arabidopsis metabolism, Cell Membrane drug effects, Cell Membrane metabolism, Antifungal Agents pharmacology, Antifungal Agents chemistry, Lipopeptides pharmacology, Lipopeptides chemistry, Peptides, Cyclic pharmacology, Peptides, Cyclic chemistry, Peptides, Cyclic metabolism, Membrane Lipids metabolism, Membrane Lipids chemistry, Botrytis drug effects
- Abstract
Lipopeptides produced by beneficial bacilli present promising alternatives to chemical pesticides for plant biocontrol purposes. Our research explores the distinct plant biocontrol activities of lipopeptides surfactin (SRF) and fengycin (FGC) by examining their interactions with lipid membranes. Our study shows that FGC exhibits a direct antagonistic activity against Botrytis cinerea and no marked immune-eliciting activity in Arabidopsis thaliana while SRF only demonstrates an ability to stimulate plant immunity. It also reveals that SRF and FGC exhibit diverse effects on membrane integrity and lipid packing. SRF primarily influences membrane physical state without significant membrane permeabilization, while FGC permeabilizes membranes without significantly affecting lipid packing. From our results, we can suggest that the direct antagonistic activity of lipopeptides is linked to their capacity to permeabilize lipid membrane while the stimulation of plant immunity is more likely the result of their ability to alter the mechanical properties of the membrane. Our work also explores how membrane lipid composition modulates the activities of SRF and FGC. Sterols negatively impact both lipopeptides' activities while sphingolipids mitigate the effects on membrane lipid packing but enhance membrane leakage. In conclusion, our findings emphasize the importance of considering both membrane lipid packing and leakage mechanisms in predicting the biological effects of lipopeptides. It also sheds light on the intricate interplay between the membrane composition and the effectiveness of the lipopeptides, providing insights for targeted biocontrol agent design., Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2024. Published by Elsevier B.V.)
- Published
- 2024
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29. Bisphenol F and Bisphenol S in a Complex Biomembrane: Comparison with Bisphenol A.
- Author
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Villalaín, José
- Subjects
BIOLOGICAL membranes ,ENDOCRINE disruptors ,CELL membranes ,MOLECULAR dynamics ,MEMBRANE lipids ,BISPHENOL A ,BISPHENOLS - Abstract
Bisphenols are a group of endocrine-disrupting chemicals used worldwide for the production of plastics and resins. Bisphenol A (BPA), the main bisphenol, exhibits many unwanted effects. BPA has, currently, been replaced with bisphenol F (BPF) and bisphenol S (BPS) in many applications in the hope that these molecules have a lesser effect on metabolism than BPA. Since bisphenols tend to partition into the lipid phase, their place of choice would be the cellular membrane. In this paper, I carried out molecular dynamics simulations to compare the localization and interactions of BPA, BPF, and BPS in a complex membrane. This study suggests that bisphenols tend to be placed at the membrane interface, they have no preferred orientation inside the membrane, they can be in the monomer or aggregated state, and they affect the biophysical properties of the membrane lipids. The properties of bisphenols can be attributed, at least in part, to their membranotropic effects and to the modulation of the biophysical membrane properties. The data support that both BPF and BPS, behaving in the same way in the membrane as BPA and with the same capacity to accumulate in the biological membrane, are not safe alternatives to BPA. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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30. Catalytic inactivation of influenza virus by iron oxide nanozyme
- Author
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Ruonan Ma, Xinyu Miao, Xiufan Liu, Tao Qin, Lizeng Gao, Sujuan Chen, Yinyan Yin, Kelong Fan, Yuncong Yin, Daxin Peng, Juqun Xi, Qi Liu, Yunhao Gu, and Jiao Hu
- Subjects
0301 basic medicine ,Medicine (miscellaneous) ,Hemagglutinin (influenza) ,02 engineering and technology ,medicine.disease_cause ,Antiviral Agents ,Ferric Compounds ,Virus ,influenza virus ,03 medical and health sciences ,Membrane Lipids ,Viral envelope ,Influenza, Human ,medicine ,Animals ,Humans ,Pharmacology, Toxicology and Pharmaceutics (miscellaneous) ,Peroxidase ,antivirus ,Mice, Inbred BALB C ,Hemagglutination assay ,Viral matrix protein ,lipoxidase-like activity ,biology ,Chemistry ,Antigenic shift ,lipid peroxidation ,021001 nanoscience & nanotechnology ,Virology ,Influenza A virus subtype H5N1 ,030104 developmental biology ,Influenza A virus ,biology.protein ,Biocatalysis ,Female ,0210 nano-technology ,Neuraminidase ,Research Paper ,Iron oxide nanozyme - Abstract
Influenza poses a severe threat to human health in the world. However, developing a universal anti-viral strategy has remained challenging due to the presence of diverse subtypes as well as its high mutation rate, resulting in antigenic shift and drift. Here we developed an antiviral strategy using iron oxide nanozymes (IONzymes) to target the lipid envelope of the influenza virus. Methods: We evaluated the antiviral activities of our IONzymes using a hemagglutination assay, together with a 50% tissue culture infectious doses (TCID50) method. Lipid peroxidation of the viral envelope was analyzed using a maleic dialdehyde (MDA) assay and transmission electron microscopy (TEM). The neighboring viral proteins were detected by western blotting. Results: We show that IONzymes induce envelope lipid peroxidation and destroy the integrity of neighboring proteins, including hemagglutinin, neuraminidase, and matrix protein 1, causing the inactivation of influenza A viruses (IAVs). Furthermore, we show that our IONzymes possess a broad-spectrum antiviral activity on 12 subtypes of IAVs (H1~H12). Lastly, we demonstrate that applying IONzymes to a facemask improves the ability of virus protection against 3 important subtypes that pose a threat to human, including H1N1, H5N1, and H7N9 subtype. Conclusion: Together, our results clearly demonstrate that IONzymes can catalyze lipid peroxidation of the viral lipid envelope to inactivate enveloped viruses and provide protection from viral transmission and infection.
- Published
- 2019
31. Lipid organization and turnover in the plasma membrane of human differentiating neural progenitor cells revealed by time-of-flight secondary ion mass spectrometry imaging.
- Author
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Berlin E, Lork AA, Bornecrantz M, Ernst C, and Phan NTN
- Subjects
- Humans, Cell Membrane, Membranes, Stem Cells, Spectrometry, Mass, Secondary Ion methods, Membrane Lipids
- Abstract
Membrane lipids have been known to influence multiple signalling and cellular processes. Dysregulation of lipids at the neuronal membrane is connected to a significant alteration of the brain function and morphology, leading to brain diseases and neurodegeneration. Understanding the lipid composition and turnover of neuronal membrane will provide a significant insight into the molecular events underlying the regulatory effects of these biomolecules in a neuronal system. In this study, we aimed to characterize the composition and turnover of the plasma membrane lipids in human neural progenitor cells (NPCs) at an early differentiation stage into midbrain neurons using ToF-SIMS imaging. Lipid composition of the native plasma membrane was explored, followed by an examination of the lipid turnover using different isotopically labelled lipid precursors, including
13 C-choline,13 C-lauric acid,15 N-linoleic, and13 C-stearic. Our results showed that differentiating NPCs contain a high abundance of ceramides, glycerophosphoserines, neutral glycosphingolipids, diradylglycerols, and glycerophosphocholines at the plasma membrane. In addition, different precursors were found to incorporate into different membrane lipids which are specific for the short- or long-carbon chains, and the unsaturation or saturation stage of the precursors. The lipid structure of neuronal membrane reflects the differentiation status of NPCs, and it can be altered significantly using a particular lipid precursor. Our study illustrates a potential of ToF-SIMS imaging to study native plasma membrane lipids and elucidate complex cellular processes by providing molecular -rich information at a single cell level., Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2024 The Authors. Published by Elsevier B.V. All rights reserved.)- Published
- 2024
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32. Lipids and proteins: Insights into the dynamics of assembly, recognition, condensate formation. What is still missing?
- Author
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Argudo PG
- Subjects
- Proteins metabolism, Proteins chemistry, Lipids chemistry, Membrane Proteins metabolism, Membrane Proteins chemistry, Lipid Bilayers chemistry, Lipid Bilayers metabolism, Humans, Cell Membrane metabolism, Cell Membrane chemistry, Membrane Lipids metabolism, Membrane Lipids chemistry
- Abstract
Lipid membranes and proteins, which are part of us throughout our lives, have been studied for decades. However, every year, new discoveries show how little we know about them. In a reader-friendly manner for people not involved in the field, this paper tries to serve as a bridge between physicists and biologists and new young researchers diving into the field to show its relevance, pointing out just some of the plethora of lines of research yet to be unraveled. It illustrates how new ways, from experimental to theoretical approaches, are needed in order to understand the structures and interactions that take place in a single lipid, protein, or multicomponent system, as we are still only scratching the surface., (© 2024 Author(s). All article content, except where otherwise noted, is licensed under a Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).)
- Published
- 2024
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33. Gold nanoparticle-powered screening of membrane protein-specific lipids from complex lipid mixtures.
- Author
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Wangamnuayporn S, Kinoshita M, Kawai T, and Matsumori N
- Subjects
- Gold, Membrane Proteins, Surface Plasmon Resonance methods, Membrane Lipids, Metal Nanoparticles
- Abstract
Membrane proteins (MPs) are affected by binding of specific lipids. We previously developed a methodology for systematically analyzing MP-lipid interactions leveraging surface plasmon resonance (SPR). In this method, the gold sensor chip surface was modified with a self-assembled monolayer (SAM), which allowed for a larger amount of MP-immobilization. However, the laborious lipid purification step remained a bottleneck. To address this issue, a new strategy has been developed utilizing gold nanoparticles (AuNPs) instead of the gold sensor chip. AuNPs were coated with SAM, on which MP was covalently anchored. The MP-immobilized AuNPs were mixed with a lipid mixture, and the recovered lipids were quantified by LC-MS. Bacteriorhodopsin (bR) was used as an MP to demonstrate this concept. We optimized immobilization conditions and confirmed the efficient immobilization of bR by dynamic light scattering and electron micrographs. Washing conditions for pulldown experiments were optimized to efficiently remove non-specific lipids. A new binding index was introduced to qualitatively reproduce the known affinity of lipids for bR. Consequently, the low-abundant and least-studied lipid S-TeGD was identified as a candidate for bR-specific lipids. This technique can skip the laborious lipid purification process, accelerating the screening of MP-specific lipids from complex lipid mixtures., Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2023 The Authors. Published by Elsevier Inc. All rights reserved.)
- Published
- 2024
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34. Does the Electrical Double Layer Contribute to the Mechanism of Action of Antimicrobial Peptides?
- Author
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Juhaniewicz‐Debinska, Joanna, Dziubak, Damian, and Sek, Slawomir
- Subjects
ANTIMICROBIAL peptides ,BACTERIAL cell walls ,MEMBRANE lipids ,PEPTIDES ,GRAM-negative bacteria - Abstract
This concept paper elucidates the possible influence of the electrical double layer (EDL) and the polyelectrolytic nature of bacterial cell walls on the behavior of antimicrobial peptides (AMPs) and lipopeptides. It proposes that the presence of EDL adjacent to lipid membranes may play a crucial role in inducing peptide aggregation and conformational changes, thus affecting their antimicrobial activity. Furthermore, it emphasizes that the negatively charged components in both Gram‐positive and Gram‐negative bacterial cell walls may act as polyelectrolytes, effectively reducing the critical micellization concentration (CMC) of positively charged peptides and lipopeptides. This reduction is expected to facilitate their aggregation, potentially enhancing their accumulation at the bacterial membrane and increasing their effectiveness in disrupting membrane integrity and exerting antimicrobial activity. Therefore, understanding the interplay between EDL effects, polyelectrolytic properties of bacterial cell walls, and the behavior of antimicrobial peptides is essential for elucidating their mechanisms of action and optimizing their therapeutic potential. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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35. Impact of solids retention time on the biological performance of an AnMBR treating lipid-rich synthetic dairy wastewater
- Author
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Damir Brdjanovic, Diana Míguez, Maria Alejandra Szabo-Corbacho, Christine M. Hooijmans, Jules B. van Lier, Santiago Pacheco-Ruiz, and Hector A. Garcia
- Subjects
MEMBRANAS ,Anaerobic membrane bioreactor ,dairy wastewater ,PRODUCTOS LÁCTEOS ,0208 environmental biotechnology ,02 engineering and technology ,Anaerobic degradation ,010501 environmental sciences ,Wastewater ,01 natural sciences ,Waste Disposal, Fluid ,Transmembrane pressure ,lipids ,Membrane Lipids ,Bioreactors ,Environmental Chemistry ,Anaerobiosis ,Waste Management and Disposal ,RESIDUOS ORGÁNICOS ,0105 earth and related environmental sciences ,Water Science and Technology ,Tubular membrane ,Sewage ,Chemistry ,General Medicine ,sludge retention time ,Pulp and paper industry ,020801 environmental engineering ,Volatile suspended solids ,Loading rate ,long chain fatty acids ,Retention time ,Methane - Abstract
In this study, the impact of applied solids retention time (SRT) on the biological performance of an anaerobic membrane bioreactor (AnMBR) treating synthetic dairy wastewater with high lipid content was assessed. Two side-stream AnMBR systems were operated at an SRT of 20 and 40 days (R20 and R40, respectively), equipped with an inside-out tubular membrane operated in cross-flow mode under full-scale operational conditions, i.e. crossflow velocity, transmembrane pressure, membrane flux. Successful operation was achieved and removal efficiencies of both reactors were up to 99% applying an organic loading rate (OLR) of 4.7 g COD L−1 d−1. No precipitation of lipids was observed throughout the operational period, keeping the lipids available for the anaerobic degradation. Long chain fatty acid (LCFA) accumulation was very modest and amounted 148 and 115 mg LCFA-COD per gram of volatile suspended solids (VSS) for R20 and R40, respectively. At an SRT of 40 days, a slightly better biological conversion was obtained. Periodically performed specific methanogenic activity (SMA) tests showed stabilization of the SMA for R40 sludge, whereas for R20 sludge the SMA continued to decrease. This study revealed a more stable reactor performance operating the AnMBR at an SRT of 40 days compared to 20 days.
- Published
- 2021
36. Mapping metabolic oscillations during cell cycle progression
- Author
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Jeramie D. Watrous, Kim A. Lagerborg, Roland Nilsson, Irena Roci, and Mohit Jain
- Subjects
0301 basic medicine ,Metabolite ,Mass Spectrometry ,HeLa ,03 medical and health sciences ,chemistry.chemical_compound ,Membrane Lipids ,0302 clinical medicine ,Metabolomics ,Cell Line, Tumor ,Humans ,Energy charge ,cell sorting ,Molecular Biology ,030304 developmental biology ,Cell Proliferation ,chemistry.chemical_classification ,0303 health sciences ,S-lactoylglutathione ,biology ,Cell growth ,Cell Cycle ,Cell Biology ,Lipid signaling ,Cell cycle ,biology.organism_classification ,Amino acid ,Cell biology ,030104 developmental biology ,chemistry ,030220 oncology & carcinogenesis ,Metabolome ,Cell Division ,Developmental Biology ,Chromatography, Liquid ,HeLa Cells ,Signal Transduction ,Research Article ,Research Paper - Abstract
Proliferating cells must synthesize a wide variety of macromolecules while progressing through the cell cycle, but the coordination between cell cycle progression and cellular metabolism is still poorly understood. To identify metabolic processes that oscillate over the cell cycle, we performed comprehensive, non-targeted liquid chromatography-high resolution mass spectrometry (LC-HRMS) based metabolomics of HeLa cells isolated in the G1and SG2M cell cycle phases, capturing thousands of diverse metabolite ions. When accounting for increased total metabolite abundance due to cell growth throughout the cell cycle, 18% of the observed LC-HRMS peaks were at least 2-fold different between the stages, consistent with broad metabolic remodeling throughout the cell cycle. While most amino acids, phospholipids, and total ribonucleotides were constant across cell cycle phases, consistent with the view that total macromolecule synthesis does not vary across the cell cycle, certain metabolites were oscillating. For example, ribonucleotides were highly phosphorylated in SG2M, indicating an increase in energy charge, and several phosphatidylinositols were more abundant in G1, possibly indicating altered membrane lipid signaling. Within carbohydrate metabolism, pentose phosphates and methylglyoxal metabolites were associated with the cycle. Interestingly, hundreds of yet uncharacterized metabolites similarly oscillated between cell cycle phases, suggesting previously unknown metabolic activities that may be synchronized with cell cycle progression, providing an important resource for future studies.
- Published
- 2020
37. Phosphatidylserine-exposing tumor-derived microparticles exacerbate coagulation and cancer cell transendothelial migration in triple-negative breast cancer
- Author
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Jiaqi Jin, Wenhui Liu, Haijiao Jing, Jie Tian, Jialan Shi, Cong Zhang, Yinzhu Chu, Chunmei Zhang, Jingwen Du, Peng Zhou, Yingmiao Liu, Changjun Wu, Zhuowen Yang, Jianxin Wang, Baorong Li, Muxin Yu, Valerie A. Novakovic, and Zhiyu Zhao
- Subjects
Male ,transendothelial migration ,Endothelium ,Medicine (miscellaneous) ,Triple Negative Breast Neoplasms ,Phosphatidylserines ,Antibodies ,Metastasis ,Thromboplastin ,Tissue factor ,Membrane Lipids ,Mice ,Thrombin ,Prothrombinase ,Cell-Derived Microparticles ,lactadherin ,Antineoplastic Combined Chemotherapy Protocols ,medicine ,Human Umbilical Vein Endothelial Cells ,Animals ,Humans ,Thrombophilia ,Platelet ,Pharmacology, Toxicology and Pharmaceutics (miscellaneous) ,Cyclophosphamide ,Phosphatidylserine ,Lactadherin ,Aged ,Chemistry ,Fibrinolysis ,Transendothelial and Transepithelial Migration ,Middle Aged ,medicine.disease ,Milk Proteins ,Blood Coagulation Factors ,Neoadjuvant Therapy ,medicine.anatomical_structure ,procoagulation ,Doxorubicin ,Cancer cell ,Antigens, Surface ,Cancer research ,Female ,tumor-derived microparticles ,Endothelium, Vascular ,medicine.drug ,Research Paper - Abstract
Background: Neoadjuvant chemotherapy is relevant to the formation of thromboembolism and secondary neoplasms in triple-negative breast cancer (TNBC). Chemotherapy-induced breast cancer cell-derived microparticles (BCMPs) may have important thrombogenic and pro-metastatic effects on platelets and endothelium, which may be related to the expression and distribution of phosphatidylserine (PS). However, investigating these interactions is challenging due to technical limitations. Methods: A study was conducted in 20 healthy individuals and 18 patients who had been recently diagnosed with TNBC and were undergoing neoadjuvant chemotherapy with doxorubicin and cyclophosphamide. BCMPs were isolated from patient blood samples and doxorubicin-treated breast cancer cell lines. Their structure and morphology were studied by electron microscopy and antigen levels were measured by fluorescence-activated cell sorting. In an inhibition assay, isolated BCMPs were pretreated with lactadherin or tissue factor antibodies. Platelets isolated from healthy subjects were treated with BCMPs and coagulation time, fibrin formation, and expression of intrinsic/extrinsic factor Xase (FXa) and thrombin were evaluated. The effects of BCMPs on endothelial thrombogenicity and integrity were assessed by confocal microscopy, electron microscopy, measurement of intrinsic/extrinsic FXa, prothrombinase assay, and transwell permeability assay. Results: Neoadjuvant chemotherapy significantly increased the expression of PS+ BCMPs in patient plasma. Its expression was associated with a rapid increase in procoagulant activity. Treatment with lactadherin, a PS-binding scavenging molecule, markedly reduced the adhesion of BCMPs and abolished their procoagulant activity, but this was not observed with tissue factor antibody treatment. Intravenous injection of BCMPs in mice induced a significant hypercoagulable state, reducing the extent of plasma fibrinogen and promoting the appearance of new thrombus. Cancer cells incubated with doxorubicin released large numbers of PS+ BCMPs, which stimulated and transformed endothelial cells into a procoagulant phenotype and increased the aggregation and activation of platelets. Moreover, cancer cells exploited this BCMP-induced endothelial leakiness and showed promoted metastasis. Pretreatment with lactadherin increased uptake of both PS+ BCMPs and cancer cells by endothelial cells and limited the transendothelial migration of cancer cells. Conclusion: Lactadherin, a biosensor that we developed, was used to study the extracellular vesicle distribution of PS, which revealed a novel PS+ BCMPs administrative axis that initiated a local coagulation cascade and facilitated metastatic colonization of circulating cancer cells.
- Published
- 2020
38. Validation of MALDI-MS imaging data of selected membrane lipids in murine brain with and without laser postionization by quantitative nano-HPLC-MS using laser microdissection
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Julian M. Orthen, Fabian B. Eiersbrock, and Jens Soltwisch
- Subjects
Analyte ,Molar concentration ,Membrane lipids ,01 natural sciences ,Biochemistry ,Signal ,Mass spectrometry imaging ,Analytical Chemistry ,law.invention ,03 medical and health sciences ,Membrane Lipids ,Mice ,law ,Ionization ,Quantification ,Animals ,MALDI ,Chromatography, High Pressure Liquid ,030304 developmental biology ,Laser capture microdissection ,0303 health sciences ,Chromatography ,Signal intensity response ,Chemistry ,Lasers ,010401 analytical chemistry ,Brain ,Laser ,Lipids ,0104 chemical sciences ,Mice, Inbred C57BL ,MALDI-2 ,Nano-HILIC-nano-ESI-MS ,Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization ,Female ,Laser postionization ,Laser microdissection ,Research Paper - Abstract
MALDI mass spectrometry imaging (MALDI-MSI) is a widely used technique to map the spatial distribution of molecules in sectioned tissue. The technique is based on the systematic generation and analysis of ions from small sample volumes, each representing a single pixel of the investigated sample surface. Subsequently, mass spectrometric images for any recorded ion species can be generated by displaying the signal intensity at the coordinate of origin for each of these pixels. Although easily equalized, these recorded signal intensities, however, are not necessarily a good measure for the underlying amount of analyte and care has to be taken in the interpretation of MALDI-MSI data. Physical and chemical properties that define the analyte molecules’ adjacencies in the tissue largely influence the local extraction and ionization efficiencies, possibly leading to strong variations in signal intensity response. Here, we inspect the validity of signal intensity distributions recorded from murine cerebellum as a measure for the underlying molar distributions. Based on segmentation derived from MALDI-MSI measurements, laser microdissection (LMD) was used to cut out regions of interest with a homogenous signal intensity. The molar concentration of six exemplary selected membrane lipids from different lipid classes in these tissue regions was determined using quantitative nano-HPLC-ESI-MS. Comparison of molar concentrations and signal intensity revealed strong deviations between underlying concentration and the distribution suggested by MSI data. Determined signal intensity response factors strongly depend on tissue type and lipid species. Graphical abstract Electronic supplementary material The online version of this article (10.1007/s00216-020-02818-y) contains supplementary material, which is available to authorized users.
- Published
- 2020
39. Intact polar lipids of Thaumarchaeota and anammox bacteria as indicators of N-cycling in the Eastern Tropical North Pacific oxygen deficient zone.
- Author
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Sollai, M., Hopmans, E. C., Schouten, S., Keil, R. G., and Sinninghe Damsté, J. S.
- Subjects
NITROGEN cycle ,ARCHAEBACTERIA ,MEMBRANE lipids ,TERRITORIAL waters - Abstract
In the last decade our understanding of the marine nitrogen cycle has improved considerably thanks to the discovery of two novel groups of microorganisms: ammonia-oxidizing archaea (AOA) and anaerobic ammonia-oxidizing (anammox) bacteria. Both groups are important in oxygen deficient zones (ODZs), where they substantially affect the marine N-budget. These two groups of microbes are also well known for producing specific membrane lipids, which can be used as biomarkers to trace their presence in the environment. We investigated the occurrence and distribution of AOA and anammox bacteria in the water column of the Eastern Tropical North Pacific (ETNP) ODZ, one of the most prominent ODZs worldwide. Suspended particulate matter (SPM) was collected at different depths of the water column in high resolution, at both a coastal and an open ocean setting. The SPM was analyzed for AOA- and anammox bacteria-specific intact polar lipids (IPLs), i.e. hexose-phosphohexose (HPH)-crenarchaeol and phosphatidylcholine (PC)-monoether ladderane. Comparison with oxygen profiles reveals that both the microbial groups are able to thrive at low (<1 µM) concentrations of oxygen. Our results indicate a clear niche segregation of AOA and anammox bacteria in the coastal waters of the ETNP, but a partial overlap of the two niches of these microbial species in the open water setting. The latter distribution suggests the potential for an interaction between the two microbial groups at the open ocean site, either as competition or cooperation. [ABSTRACT FROM AUTHOR]
- Published
- 2015
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40. AaABCG20 transporter involved in cutin and wax secretion affects the initiation and development of glandular trichomes in Artemisia annua.
- Author
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Fu X, Zheng H, Wang Y, Liu H, Liu P, Li L, Zhao J, Sun X, and Tang K
- Subjects
- Trichomes, Plant Proteins metabolism, Artemisia annua genetics, Artemisia annua metabolism, Artemisinins metabolism, Membrane Lipids
- Abstract
Glandular trichomes are specialized structures found on the surface of plants to produce specific compounds, including terpenes, alkaloids, and other organic substances. Artemisia annua, commonly known as sweet wormwood, synthesizes and stores the antimalarial drug artemisinin in glandular trichomes. Previous research indicated that increasing the glandular trichome density could enhance artemisinin production, and the cuticle synthesis affected the initiation and development of glandular trichomes in A. annua. In this study, AaABCG12 and AaABCG20 were isolated from A. annua that exhibited similar expression patterns to artemisinin biosynthetic genes. Of the two, AaABCG20 acted as a specific transporter in glandular trichomes. Downregulating the expression of AaABCG20 resulted in a notable reduction in the density of glandular trichome, while overexpressing AaABCG20 resulted in an increase in glandular trichome density. GC-MS analysis demonstrated that AaABCG20 was responsible for the transport of cutin and wax in A. annua. These findings indicated that AaABCG20 influenced the initiation and development of glandular trichomes through transporting cutin and wax in A. annua. This glandular trichome specific half-size ABCG-type transporter is crucial in facilitating the transportation of cutin and wax components, ultimately contributing to the successful initiation and development of glandular trichomes., Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2023 Elsevier B.V. All rights reserved.)
- Published
- 2024
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41. Label‐Free Imaging of Cholesterol Assemblies Reveals Hidden Nanomechanics of Breast Cancer Cells
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Aránzazu del Campo, David Alsteens, Danahe Mohammed, Marie-Paule Mingeot-Leclercq, Donatienne Tyteca, Sandrine L. Verstraeten, Jinsung Yang, Andra C. Dumitru, Mauriane Maja, UCL - SSS/LDRI - Louvain Drug Research Institute, and UCL - SST/LIBST - Louvain Institute of Biomolecular Science and Technology
- Subjects
General Chemical Engineering ,Membrane lipids ,Cell ,General Physics and Astronomy ,Medicine (miscellaneous) ,Genetics and Molecular Biology (miscellaneous) ,02 engineering and technology ,plasma membrane ,010402 general chemistry ,medicine.disease_cause ,Biochemistry ,01 natural sciences ,Biochemistry, Genetics and Molecular Biology (miscellaneous) ,Breast cancer ,cell mechanics ,medicine ,General Materials Science ,lcsh:Science ,Cytoskeleton ,atomic force microscopy ,Full Paper ,Chemistry ,General Engineering ,cholesterol ,Full Papers ,021001 nanoscience & nanotechnology ,medicine.disease ,Phenotype ,0104 chemical sciences ,Cell biology ,medicine.anatomical_structure ,Cell culture ,Cancer cell ,cancer cells ,lcsh:Q ,0210 nano-technology ,Carcinogenesis - Abstract
Tumor cells present profound alterations in their composition, structural organization, and functional properties. A landmark of cancer cells is an overall altered mechanical phenotype, which so far are linked to changes in their cytoskeletal regulation and organization. Evidence exists that the plasma membrane (PM) of cancer cells also shows drastic changes in its composition and organization. However, biomechanical characterization of PM remains limited mainly due to the difficulties encountered to investigate it in a quantitative and label‐free manner. Here, the biomechanical properties of PM of a series of MCF10 cell lines, used as a model of breast cancer progression, are investigated. Notably, a strong correlation between the cell PM elasticity and oncogenesis is observed. The altered membrane composition under cancer progression, as emphasized by the PM‐associated cholesterol levels, leads to a stiffening of the PM that is uncoupled from the elastic cytoskeletal properties. Conversely, cholesterol depletion of metastatic cells leads to a softening of their PM, restoring biomechanical properties similar to benign cells. As novel therapies based on targeting membrane lipids in cancer cells represent a promising approach in the field of anticancer drug development, this method contributes to deciphering the functional link between PM lipid content and disease., Here, invasive malignant breast cancer cells are demonstrated to be softer than their healthy and premalignant counterparts and have an increased plasma membrane cholesterol content, increasing its tension and stiffness, which are critical parameters in the mediation of cellular responses.
- Published
- 2020
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42. The asymmetric plasma membrane-A composite material combining different functionalities?: Balancing Barrier Function and Fluidity for Effective Signaling.
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Schütz GJ and Pabst G
- Subjects
- Cell Membrane metabolism, Biological Transport, Membrane Lipids chemistry
- Abstract
One persistent puzzle in the life sciences is the asymmetric lipid composition of the cellular plasma membrane: while the exoplasmic leaflet is enriched in lipids carrying predominantly saturated fatty acids, the cytoplasmic leaflet hosts preferentially lipids with (poly-)unsaturated fatty acids. Given the high energy requirements necessary for cells to maintain this asymmetry, the question naturally arises regarding its inherent benefits. In this paper, we propose asymmetry to represent a potential solution for harmonizing two conflicting requirements for the plasma membrane: first, the need to build a barrier for the uncontrolled influx or efflux of substances; and second, the need to form a fluid and dynamic two-dimensional substrate for signaling processes. We hence view here the plasma membrane as a composite material, where the exoplasmic leaflet is mainly responsible for the functional integrity of the barrier and the cytoplasmic leaflet for fluidity. We reinforce the validity of the proposed mechanism by presenting quantitative data from the literature, along with multiple examples that bolster our model., (© 2023 The Authors. BioEssays published by Wiley Periodicals LLC.)
- Published
- 2023
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43. Effects of Curcumin on Lipid Membranes: an EPR Spin-label Study
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Anna Wisniewska-Becker, Mariusz Duda, and Kaja Cygan
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0301 basic medicine ,Curcumin ,Membrane Fluidity ,Lipid Bilayers ,Biophysics ,Phospholipid ,02 engineering and technology ,Biochemistry ,03 medical and health sciences ,chemistry.chemical_compound ,Membrane Lipids ,Zeaxanthins ,Lipid bilayer phase behavior ,Spin label ,Phospholipids ,Liposome ,Original Paper ,Bilayer ,Lutein ,Electron Spin Resonance Spectroscopy ,Temperature ,Cell Biology ,General Medicine ,Site-directed spin labeling ,021001 nanoscience & nanotechnology ,Carotenoids ,Lipids ,030104 developmental biology ,Membrane ,chemistry ,Liposomes ,Anisotropy ,Spin Labels ,0210 nano-technology ,Dimyristoylphosphatidylcholine ,Oxidation-Reduction - Abstract
Curcumin is a yellow–orange dye widely used as a spice, food coloring and food preservative. It also exhibits a broad range of therapeutic effects against different disorders such as cancer, diabetes, or neurodegenerative diseases. As a compound insoluble in water curcumin accumulates in cell membranes and due to this location it may indirectly lead to the observed effects by structurally altering the membrane environment. To exert strong structural effects on membrane curcumin needs to adopt a transbilayer orientation. However, there is no agreement in literature as to curcumin’s orientation and its structural effects on membranes. Here, we investigated the effects of curcumin on lipid order, lipid phase transition, and local polarity in a model liposome membranes made of DMPC or DSPC using electron paramagnetic resonance (EPR) spin labeling technique. Curcumin affected lipid order at different depths within the membrane: it slightly increased the phospholipid polar headgroup mobility as monitored by spectral parameters of T-PC, while along the acyl chain the ordering effect was observed in terms of order parameter S. Also, rotational correlation times τ2B and τ2C of 16-PC in the membrane center were increased by curcumin. Polarity measurements performed in frozen suspensions of liposomes revealed enhancement of water penetration by curcumin in the membrane center (16-PC) and in the polar headgroup region (T-PC) while the intermediate positions along the acyl chain (5-PC and 10-PC) were not significantly affected. Curcumin at a lower concentration (5 mol%) shifted the temperature of the DMPC main phase transition to lower values and increased the transition width, and at a higher concentration (10 mol%) abolished the transition completely. The observed effects suggest that curcumin adopts a transbilayer orientation within the membrane and most probably form oligomers of two molecules, each of them spanning the opposite bilayer leaflets. The effects are also discussed in terms of curcumin’s protective activity and compared with those imposed on membranes by other natural dyes known for their protective role, namely polar carotenoids, lutein and zeaxanthin.
- Published
- 2020
44. Lipidomic analysis of cancer cells cultivated at acidic pH reveals phospholipid fatty acids remodelling associated with transcriptional reprogramming
- Author
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Krizia Sagini, Nico Mitro, Lorena Urbanelli, Stefano Fais, Sandra Buratta, Mariantonia Logozzi, Rossella Di Raimo, Carla Emiliani, and Donatella Caruso
- Subjects
Cell division ,Membrane lipids ,Phospholipid ,RM1-950 ,elongases ,01 natural sciences ,Models, Biological ,chemistry.chemical_compound ,Structure-Activity Relationship ,Biosynthesis ,Neoplasms ,Drug Discovery ,Gene expression ,Extracellular ,Tumor Cells, Cultured ,Humans ,desaturases ,Phospholipid remodelling ,tumour microenvironment ,tumour pH ,Phospholipids ,Pharmacology ,chemistry.chemical_classification ,Dose-Response Relationship, Drug ,Molecular Structure ,010405 organic chemistry ,Fatty Acids ,Fatty acid ,General Medicine ,Hydrogen-Ion Concentration ,Lipids ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry ,Biochemistry ,Cancer cell ,Lipidomics ,PC-3 Cells ,MCF-7 Cells ,lipids (amino acids, peptides, and proteins) ,Therapeutics. Pharmacology ,Transcriptome ,Research Paper - Abstract
Cancer cells need to modulate the biosynthesis of membrane lipids and fatty acids to adapt themselves to an accelerated rate of cell division and survive into an extracellular environment characterised by a low pH. To gain insight this crucial survival process, we investigated the lipid composition of Mel 501 melanoma cells cultured at either physiological or acidic pH and observed the remodelling of phospholipids towards longer and more unsaturated acyl chains at low pH. This modification was related to changes in gene expression profile, as we observed an up-regulation of genes involved in acyl chain desaturation, elongation and transfer to phospholipids. PC3 prostate and MCF7 breast cancer cells adapted at acidic pH also demonstrated phospholipid fatty acid remodelling related to gene expression changes. Overall findings clearly indicate that low extracellular pH impresses a specific lipid signature to cells, associated with transcriptional reprogramming.
- Published
- 2020
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45. Model parameters for simulation of physiological lipids
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Ronald D. Hills and Nicholas McGlinchey
- Subjects
0301 basic medicine ,coarse‐grained force field ,Lipid Bilayers ,Nanotechnology ,Molecular Dynamics Simulation ,01 natural sciences ,area per lipid ,Force field (chemistry) ,03 medical and health sciences ,chemistry.chemical_compound ,Membrane Lipids ,mixed lipid bilayer ,0103 physical sciences ,Cardiolipin ,POPC ,010304 chemical physics ,Full Paper ,Chemistry ,Bilayer ,Interaction model ,implicit solvent ,General Chemistry ,Full Papers ,molecular dynamics ,Computational Mathematics ,030104 developmental biology ,Membrane ,Membrane protein ,Chemical physics ,lipids (amino acids, peptides, and proteins) ,Saturation (chemistry) - Abstract
Coarse grain simulation of proteins in their physiological membrane environment can offer insight across timescales, but requires a comprehensive force field. Parameters are explored for multicomponent bilayers composed of unsaturated lipids DOPC and DOPE, mixed‐chain saturation POPC and POPE, and anionic lipids found in bacteria: POPG and cardiolipin. A nonbond representation obtained from multiscale force matching is adapted for these lipids and combined with an improved bonding description of cholesterol. Equilibrating the area per lipid yields robust bilayer simulations and properties for common lipid mixtures with the exception of pure DOPE, which has a known tendency to form nonlamellar phase. The models maintain consistency with an existing lipid–protein interaction model, making the force field of general utility for studying membrane proteins in physiologically representative bilayers. © 2016 The Authors. Journal of Computational Chemistry Published by Wiley Periodicals, Inc.
- Published
- 2016
46. Lipidomics and the quest for brainy lipids
- Author
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Cristina Legido-Quigley
- Subjects
Male ,Aging ,lcsh:Medicine ,Comorbidity ,Computational biology ,Serum biomarker ,General Biochemistry, Genetics and Molecular Biology ,Cohort Studies ,Cognitive dysfunction ,Lipidomics ,Humans ,Metabolomics ,Medicine ,Public Health Surveillance ,Membrane lipids ,Geriatric Assessment ,Aged ,Aged, 80 and over ,lcsh:R5-920 ,business.industry ,lcsh:R ,Reproducibility of Results ,Brain ,General Medicine ,Lipids ,Case-Control Studies ,Commentary ,Female ,Dementia ,lcsh:Medicine (General) ,business ,Biomarkers ,Research Paper - Abstract
Background Brain lipid metabolism appears critical for cognitive aging, but whether alterations in the lipidome relate to cognitive decline remains unclear at the system level. Methods We studied participants from the Three-City study, a multicentric cohort of older persons, free of dementia at time of blood sampling, and who provided repeated measures of cognition over 12 subsequent years. We measured 189 serum lipids from 13 lipid classes using shotgun lipidomics in a case-control sample on cognitive decline (matched on age, sex and level of education) nested within the Bordeaux study center (discovery, n = 418). Associations with cognitive decline were investigated using bootstrapped penalized regression, and tested for validation in the Dijon study center (validation, n = 314). Findings Among 17 lipids identified in the discovery stage, lower levels of the triglyceride TAG50:5, and of four membrane lipids (sphingomyelin SM40:2,2, phosphatidylethanolamine PE38:5(18:1/20:4), ether-phosphatidylethanolamine PEO34:3(16:1/18:2), and ether-phosphatidylcholine PCO34:1(16:1/18:0)), and higher levels of PCO32:0(16:0/16:0), were associated with greater odds of cognitive decline, and replicated in our validation sample. Interpretation These findings indicate that in the blood lipidome of non-demented older persons, a specific profile of lipids involved in membrane fluidity, myelination, and lipid rafts, is associated with subsequent cognitive decline. Funding The complete list of funders is available at the end of the manuscript, in the Acknowledgement section.
- Published
- 2021
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47. A FET-based flexible biosensor system for dynamic behavior observation of lipid membrane with nanoparticles in vitro.
- Author
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Zhu, Keyi, Lu, Hanjing, Xue, Qiannan, Zhou, Feng, Guo, Wenlan, Sun, Chen, and Duan, Xuexin
- Subjects
FIELD-effect transistors ,CELL membranes ,NANOPARTICLE size ,MEMBRANE lipids ,NANOPARTICLES - Abstract
Nanoparticles have become widely used materials in various fields, yet their mechanism of action at the cellular level after entering the human body remains unclear. Accurately observing the effect of nanosize dimensions on particle internalization and toxicity in cells is crucial, particularly under the conditions of biological activity. With the aim of helping to study the interactions between nanoparticles of varying sizes and active cell membranes, we propose a flexible biosensor system based on a field effect transistor (FET). We constructed lipid bilayers on the device in vitro to simulate the interaction between nanoparticles and lipid membranes under active conditions, with the aim of investigating the effect of differently sized nanoparticles on the cell membrane. The experimental results revealed that nanoparticles with a diameter smaller than 50 nm tend to induce mild strain and repairable damage to the membrane, whereas nanoparticles larger than 50 nm may cause more severe damage, and even transmembrane penetration, by creating unrecoverable pores. The stretching of the lipid membrane exacerbated the deformation and destruction caused by nanoparticles, even in the case of smaller particles. These above results are consistent with previous theories on the interactions between cell membranes and nanoparticles. The proposed biosensors provide a valuable tool for investigating how the nanosize dimensions of particles affect their ability to penetrate and cause destruction in dynamic cell membranes, contributing to the improvement of a more comprehensive theoretical system for understanding the interaction process between nanoparticles and cell membranes. [ABSTRACT FROM AUTHOR]
- Published
- 2025
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48. Arabidopsis GPAT9 contributes to synthesis of intracellular glycerolipids but not surface lipids
- Author
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Randall J. Weselake, Stacy D. Singer, Pernell Tomasi, John M. Dyer, Guanqun Chen, Elzbieta Mietkiewska, and Kethmi N. Jayawardhane
- Subjects
0106 biological sciences ,0301 basic medicine ,pollen grain ,Physiology ,Arabidopsis ,lipid droplet ,Saccharomyces cerevisiae ,Plant Science ,acyl lipid biosynthesis ,Real-Time Polymerase Chain Reaction ,01 natural sciences ,regio-specificity ,surface wax ,Membrane Lipids ,03 medical and health sciences ,chemistry.chemical_compound ,Microscopy, Electron, Transmission ,Biosynthesis ,Lipid biosynthesis ,Lipid droplet ,GPAT ,Extracellular ,biology ,Arabidopsis Proteins ,cutin ,food and beverages ,Acyl-CoA specificity ,Lipid Metabolism ,Plants, Genetically Modified ,biology.organism_classification ,030104 developmental biology ,chemistry ,Biochemistry ,Acyltransferase ,Glycerol-3-Phosphate O-Acyltransferase ,lipids (amino acids, peptides, and proteins) ,Glycolipids ,Intracellular ,Function (biology) ,Research Paper ,010606 plant biology & botany - Abstract
Highlight Arabidopsis glycerol-3-phosphate acyltransferase 9 (GPAT9) is an sn-1 specific acyl-CoA:GPAT that contributes to intracellular glycerolipid biosynthesis in seeds, developing leaves and pollen grains, but not to extracellular glycerolipid biosynthesis., GLYCEROL-3-PHOSPHATE ACYLTRANSFERASE (GPAT) genes encode enzymes involved in glycerolipid biosynthesis in plants. Ten GPAT homologues have been identified in Arabidopsis. GPATs 4–8 have been shown to be involved in the production of extracellular lipid barrier polyesters. Recently, GPAT9 was reported to be essential for triacylglycerol (TAG) biosynthesis in developing Arabidopsis seeds. The enzymatic properties and possible functions of GPAT9 in surface lipid, polar lipid and TAG biosynthesis in non-seed organs, however, have not been investigated. Here we show that Arabidopsis GPAT9 exhibits sn-1 acyltransferase activity with high specificity for acyl-coenzyme A, thus providing further evidence that this GPAT is involved in storage lipid biosynthesis. We also confirm a role for GPAT9 in seed oil biosynthesis and further demonstrate that GPAT9 contributes to the biosynthesis of both polar lipids and TAG in developing leaves, as well as lipid droplet production in developing pollen grains. Conversely, alteration of constitutive GPAT9 expression had no obvious effects on surface lipid biosynthesis. Taken together, these studies expand our understanding of GPAT9 function to include modulation of several different intracellular glycerolipid pools in plant cells.
- Published
- 2016
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49. Identification of lipid-phosphatidylserine (PS) as the target of unbiasedly selected cancer specific peptide-peptoid hybrid PPS1
- Author
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Jason E. Toombs, John D. Minna, Rolf A. Brekken, Tanvi Desai, and Damith Gomika Udugamasooriya
- Subjects
0301 basic medicine ,phosphatidylserine ,Lung Neoplasms ,non-protein biomarkers ,Dot blot ,Mice, SCID ,Phosphatidylserines ,Cell Line ,Membrane Lipids ,Peptoids ,03 medical and health sciences ,chemistry.chemical_compound ,0302 clinical medicine ,Mice, Inbred NOD ,Cell Line, Tumor ,medicine ,Animals ,Humans ,Molecular Targeted Therapy ,Lung cancer ,Phosphatidylethanolamine ,business.industry ,Cancer ,Phosphatidic acid ,Phosphatidylserine ,anti-cancer agents ,medicine.disease ,Xenograft Model Antitumor Assays ,humanities ,Tumor Burden ,3. Good health ,lung cancer ,030104 developmental biology ,Oncology ,Docetaxel ,chemistry ,030220 oncology & carcinogenesis ,Immunology ,Cancer cell ,Cancer research ,Female ,Peptides ,business ,Oligopeptides ,Protein Binding ,Research Paper ,medicine.drug - Abstract
// Tanvi J. Desai 1 , Jason E. Toombs 3 , John D. Minna 3, 4, 5, 6 , Rolf A. Brekken 3, 4, 5, 7 , Damith Gomika Udugamasooriya 1, 2 1 Department of Pharmacological and Pharmaceutical Sciences, University of Houston, Houston, TX 77204, USA 2 Department of Cancer Systems Imaging, MD Anderson Cancer Center, Houston, TX 77030, USA 3 Hamon Center for Therapeutic Oncology Research, University of Texas Southwestern Medical Center, Dallas, TX 75390, USA 4 Simmons Comprehensive Cancer Center, University of Texas Southwestern Medical Center, Dallas, TX 75390, USA 5 Department of Pharmacology, University of Texas Southwestern Medical Center, Dallas, TX 75390, USA 6 Department of Internal Medicine, University of Texas Southwestern Medical Center, Dallas, TX 75390, USA 7 Department of Surgery, University of Texas Southwestern Medical Center, Dallas, TX 75390, USA Correspondence to: Damith Gomika Udugamasooriya, e-mail: gomika@uh.edu Keywords: phosphatidylserine, peptoids, non-protein biomarkers, anti-cancer agents, lung cancer Received: December 01, 2015 Accepted: March 31, 2016 Published: April 22, 2016 ABSTRACT Phosphatidylserine (PS) is an anionic phospholipid maintained on the inner-leaflet of the cell membrane and is externalized in malignant cells. We previously launched a careful unbiased selection targeting biomolecules (e.g. protein, lipid or carbohydrate) distinct to cancer cells by exploiting HCC4017 lung cancer and HBEC30KT normal epithelial cells derived from the same patient, identifying HCC4017 specific peptide-peptoid hybrid PPS1. In this current study, we identified PS as the target of PPS1. We validated direct PPS1 binding to PS using ELISA-like assays, lipid dot blot and liposome based binding assays. In addition, PPS1 recognized other negatively charged and cancer specific lipids such as phosphatidic acid, phosphatidylinositol and phosphatidylglycerol. PPS1 did not bind to neutral lipids such as phosphatidylethanolamine found in cancer and phosphatidylcholine and sphingomyelin found in normal cells. Further we found that the dimeric version of PPS1 (PPS1D1) displayed strong cytotoxicity towards lung cancer cell lines that externalize PS, but not normal cells. PPS1D1 showed potent single agent anti-tumor activity and enhanced the efficacy of docetaxel in mice bearing H460 lung cancer xenografts. Since PS and anionic phospholipid externalization is common across many cancer types, PPS1 may be an alternative to overcome limitations of protein targeted agents.
- Published
- 2016
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50. Membrane lipid composition of Carnobacterium maltaromaticum CNCM I-3298, a highly cryoresistant lactic bacterium.
- Author
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Ta HP, Clarisse C, Maes E, Yamakawa N, Guérardel Y, Krzewinski F, Zarzycka W, Touboul D, Girardeau A, Fonseca F, Kermarrec A, Viau M, Riaublanc A, and Ropers MH
- Subjects
- Fatty Acids, Phospholipids, Carnobacterium, Membrane Lipids
- Abstract
The growing consumption of fermented products has led to an increasing demand for lactic acid bacteria (LAB), especially for LAB tolerant to freezing/thawing conditions. Carnobacterium maltaromaticum is a psychrotrophic and freeze-thawing resistant lactic acid bacterium. The membrane is the primary site of damage during the cryo-preservation process and requires modulation to improve cryoresistance. However, knowledge about the membrane structure of this LAB genus is limited. We presented here the first study of the membrane lipid composition of C. maltaromaticum CNCM I-3298 including the polar heads and the fatty acid compositions of each lipid family (neutral lipids, glycolipids, phospholipids). The strain CNCM I-3298 is principally composed of glycolipids (32%) and phospholipids (55%). About 95% of glycolipids are dihexaosyldiglycerides while less than 5% are monohexaosyldiglycerides. The disaccharide chain of dihexaosyldiglycerides is composed of α-Gal(1-2)-α-Glc chain, evidenced for the first time in a LAB strain other than Lactobacillus strains. Phosphatidylglycerol is the main phospholipid (94%). All polar lipids are exceptionally rich in C18:1 (from 70% to 80%). Regarding the fatty acid composition, C. maltaromaticum CNCM I-3298 is an atypical bacterium within the genus Carnobacterium due to its high C18:1 proportion but resemble the other Carnobacterium strains as they mostly do not contain cyclic fatty acids., Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2023 Elsevier B.V. All rights reserved.)
- Published
- 2023
- Full Text
- View/download PDF
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