64 results on '"Hai-Hao Han"'
Search Results
2. Targeted photoswitchable imaging of intracellular glutathione by a photochromic glycosheet sensor
- Author
-
Xianzhi Chai, Hai-Hao Han, Yi Zang, Jia Li, Xiao-Peng He, Junji Zhang, and He Tian
- Subjects
intracellular gsh ,molecular switches ,photochromic glycosheet ,photoswitchable imaging ,2d mno2 nanosheets ,Science ,Organic chemistry ,QD241-441 - Abstract
The development of photochromic fluorescence sensors with dynamic and multiple-signaling is beneficial to the improvement of biosensing/imaging precision. However, elaborate designs with complicated molecular structures are always required to integrate these functions into one molecule. By taking advantages of both redox-active/high loading features of two-dimensional (2D) manganese dioxide (MnO2) and dynamic fluorescence photoswitching of photochromic sensors, we here design a hybrid photochromic MnO2 glycosheet (Glyco-DTE@MnO2) to achieve the photoswitchable imaging of intracellular glutathione (GSH). The photochromic glycosheet manifests significantly turn-on fluorescence and dynamic ON/OFF fluorescence signals in response to GSH, which makes it favorable for intracellular GSH double-check in targeted human hepatoma cell line (HepG2) through the recognition between β-D-galactoside and asialoglycoprotein receptor (ASGPr) on cell membranes. The dynamic fluorescence signals and excellent selectivity for detection and imaging of GSH ensure the precise determination of cell states, promoting its potential applications in future disease diagnosis and therapy.
- Published
- 2019
- Full Text
- View/download PDF
3. Protein Encapsulation: A Nanocarrier Approach to the Fluorescence Imaging of an Enzyme-Based Biomarker
- Author
-
Zhiyuan Jia, Hai-Hao Han, Adam C. Sedgwick, George T. Williams, Lauren Gwynne, James T. Brewster, Steven D. Bull, A. Toby A. Jenkins, Xiao-Peng He, Holger Schönherr, Jonathan L. Sessler, and Tony D. James
- Subjects
elastase detection ,BSA-based nanocarrier ,nanocarrier-based enzyme detection ,fluorescence imaging ,cell imaging ,Chemistry ,QD1-999 - Abstract
Here, we report a new pentafluoropropanamido rhodamine fluorescent probe (ACS-HNE) that allows for the selective detection of neutrophil elastase (NE). ACS-HNE displayed high sensitivity, with a low limit of detection (
- Published
- 2020
- Full Text
- View/download PDF
4. Peroxynitrite Activated Drug Conjugate Systems Based on a Coumarin Scaffold Toward the Application of Theranostics
- Author
-
Maria L. Odyniec, Hai-Hao Han, Jordan E. Gardiner, Adam C. Sedgwick, Xiao-Peng He, Steven D. Bull, and Tony D. James
- Subjects
theranostic ,peroxynitrite ,coumarin ,chemosensor ,fluorescence ,Chemistry ,QD1-999 - Abstract
Two novel drug-conjugates based on a “coumarin linker” have been designed for the synergic release of a therapeutic agent and fluorescent probe for the potential application of theranostics. The drug conjugates; CC-RNS and CI-RNS were designed to be activated by reactive oxygen species or reactive nitrogen species (ROS/RNS). The fluorescence OFF-ON response was triggered by the peroxynitrite-mediated transformation of a boronic acid pinacol ester to a phenol moiety with simultaneous release of the therapeutic agents (Confirmed by HRMS). The limit of detection for peroxynitrite using CC-RNS and CI-RNS was 0.29 and 37.2 μM, respectively. Both CC-RNS and CI-RNS demonstrated the ability to visualize peroxynitrite production thus demonstrating the effectiveness of these probes for use as tools to monitor peroxynitrite-mediated drug release in cancer cell lines.
- Published
- 2019
- Full Text
- View/download PDF
5. Remote light-controlled intracellular target recognition by photochromic fluorescent glycoprobes
- Author
-
Junji Zhang, Youxin Fu, Hai-Hao Han, Yi Zang, Jia Li, Xiao-Peng He, Ben L. Feringa, and He Tian
- Subjects
Science - Abstract
Fluorescence sensing in biological environments is prone to background signal interference. Here the authors design a photochromic fluorescent glycoprobe for light-controlled photo-switchable cell imaging and photo-activated target recognition, resulting in an increased sensing precision.
- Published
- 2017
- Full Text
- View/download PDF
6. Self-Assembled Thin-Layer Glycomaterials With a Proper Shell Thickness for Targeted and Activatable Cell Imaging
- Author
-
Chao Zhang, Guanzhen Wang, Hai-Hao Han, Xi-Le Hu, Robert A. Field, Guo-Rong Chen, Jia Li, Bing Ye, Xiao-Peng He, and Yi Zang
- Subjects
fluorescence ,precision ,imaging ,activatable ,receptor ,Chemistry ,QD1-999 - Abstract
The construction of targeted and activatable materials can largely improve the precision of disease diagnosis and therapy. However, the currently developed systems either target a transmembrane antigen or are activatable to release imaging and/or therapeutic reagents intracellularly. Here, we develop a simple thin-layer glycomaterial through the self-assembly between fluorescent glycoprobes, in which the carbohydrate-targeting reagent and the fluorophore are linked to each other by polyethylene glycol with a suitable chain length, and thin-layer manganese dioxide. The fluorogenic material developed is both capable of targeting a transmembrane glycoprotein receptor and fluorescently activatable by intracellular biothiols. The shell thickness of the material was determined to be important for achieving the biothiol-induced activation of fluorescence. This research might provide insight into the development of precision-enhanced self-assembled materials for disease theranostics.
- Published
- 2019
- Full Text
- View/download PDF
7. Fluorogenic platinum(IV) complexes as potential predictors for the design of hypoxia-activated platinum(IV) prodrugs.
- Author
-
Marsh, Jevon W., Hacker, Lina, Shitong Huang, Boulet, Marie H. C., White, Jhanelle R. G., Martin, Louise A. W., Yeomans, Megan A., Hai-Hao Han, Diez-Perez, Ismael, Musgrave, Rebecca A., Hammond, Ester M., and Sedgwick, Adam C.
- Subjects
STRUCTURE-activity relationships ,CYTOTOXINS ,PRODRUGS ,HYPOXEMIA ,PLATINUM - Abstract
Hypoxia (low-oxygen) is one of the most common characteristics of solid tumours. Exploiting tumour hypoxia to reductively activate Pt(IV) prodrugs has the potential to deliver toxic Pt(II) selectively and thus overcome the systemic toxicity issues of traditional Pt(II) therapies. However, our current understanding of the behaviour of Pt(IV) prodrugs in hypoxia is limited. Here, we evaluated and compared the aryl carbamate fluorogenic Pt(IV) complexes, CisNap and CarboNap, as well as the previously reported OxaliNap, as potential hypoxia-activated Pt(IV) (HAPt) prodrugs. Low intracellular oxygen concentrations (<0.1%) induced the greatest changes in the respective fluorescence emission channels. However, no correlation between reduction under hypoxic conditions and toxicity was observed, except in the case for CarboNap, which displayed significant hypoxia-dependent toxicity. Other aryl carbamate Pt(IV) derivatives (including non-fluorescent analogues) mirrored these observations, where carboplatin(IV) derivative CarboPhen displayed a hypoxia-selective cytotoxicity similar to that of CarboNap. These findings underscore the need to perform extensive structure activity relationship studies on the cytotoxicity of Pt(IV) complexes under normoxic and hypoxic conditions. [ABSTRACT FROM AUTHOR]
- Published
- 2024
- Full Text
- View/download PDF
8. A Highly Sensitive and Selective Near-Infrared Fluorescent Probe for Imaging Peroxynitrite in Living Cells and Drug-Induced Liver Injury Mice
- Author
-
Xianzhi Chai, Bohan Li, Chi Chen, Weijian Zhang, Lulu Sun, Hai-Hao Han, Yafei Zhang, Shasha Sun, Jianming Yang, Junji Zhang, and Xiao-Peng He
- Subjects
Analytical Chemistry - Published
- 2023
9. The design of small-molecule prodrugs and activatable phototherapeutics for cancer therapy
- Author
-
Hai-Hao Han, Han-Min Wang, Paramesh Jangili, Mingle Li, Luling Wu, Yi Zang, Adam C. Sedgwick, Jia Li, Xiao-Peng He, Tony D. James, and Jong Seung Kim
- Subjects
General Chemistry - Abstract
This tutorial review provides a general overview for the design of prodrugs and activatable phototherapeutics which enables the development of improved therapies.
- Published
- 2023
10. Selective detection of peroxynitrite using an isatin receptor and a naphthalimide fluorophore
- Author
-
Yueci Wu, Hai-Hao Han, Liu He, Li Li, Yi Zang, Jia Li, Xiao-Peng He, Yaping Ding, Weiguo Cao, and Tony D. James
- Subjects
Materials Chemistry ,Metals and Alloys ,Ceramics and Composites ,General Chemistry ,Catalysis ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials - Abstract
A turn-on isatin receptor based naphthalimide fluorescent probe encapsulated in PEG was used to rapidly detect peroxynitrite in cells.
- Published
- 2023
11. Fluorescence-based chemical tools for monitoring ultrasound-induced hydroxyl radical production in aqueous solution and in cells
- Author
-
Cherie CY. Wong, Lu-Lu Sun, Meng-Jiao Liu, Eleanor Stride, Jason L. Raymond, Hai-Hao Han, James Kwan, and Adam C. Sedgwick
- Subjects
Materials Chemistry ,Metals and Alloys ,Ceramics and Composites ,General Chemistry ,Catalysis ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials - Abstract
We report the synthesis of hydroxyl-radical (˙OH) responsive fluorescent probes that utilise the 3,5-dihydroxybenzyl (DHB) functionality. 4-Methylumbeliferone-DHB (Umb-DHB) and resorufin-DHB (Res-DHB) in the presence of ˙OH radicals resulted in significant increases in their respective fluorescent emission intensities at 460 nm and 585 nm. The incubation of Res-DHB in HeLa cells followed by therapeutic ultrasound (1 MHz) resulted in a significant increase in fluorescence emission intensity thus permitting the ability to monitor ultrasound-induced ˙OH production in live cells.
- Published
- 2023
12. Fluorescent probes and functional materials for biomedical applications
- Author
-
Xi-Le Hu, Hui-Qi Gan, Fan-De Meng, Hai-Hao Han, De-Tai Shi, Shu Zhang, Lei Zou, Xiao-Peng He, and Tony D. James
- Subjects
General Chemical Engineering - Abstract
Due to their simplicity in preparation, sensitivity and selectivity, fluorescent probes have become the analytical tool of choice in a wide range of research and industrial fields, facilitating the rapid detection of chemical substances of interest as well as the study of important physiological and pathological processes at the cellular level. In addition, many long-wavelength fluorescent probes developed have also proven applicable for in vivo biomedical applications including fluorescence-guided disease diagnosis and theranostics (e.g., fluorogenic prodrugs). Impressive progresses have been made in the development of sensing agents and materials for the detection of ions, organic small molecules, and biomacromolecules including enzymes, DNAs/RNAs, lipids, and carbohydrates that play crucial roles in biological and disease-relevant events. Here, we highlight examples of fluorescent probes and functional materials for biological applications selected from the special issues “Fluorescent Probes” and “Molecular Sensors and Logic Gates” recently published in this journal, offering insights into the future development of powerful fluorescence-based chemical tools for basic biological studies and clinical translation.
- Published
- 2022
13. Molecularly engineered AIEgens with enhanced quantum and singlet-oxygen yield for mitochondria-targeted imaging and photodynamic therapy
- Author
-
Fang-Zhou Xu, Ling Zhu, Hai-Hao Han, Jian-Wei Zou, Yi Zang, Jia Li, Tony D. James, Xiao-Peng He, and Cheng-Yun Wang
- Subjects
General Chemistry - Abstract
Luminogens characteristic of aggregation-induced emission (AIEgens) have been extensively exploited for the development of imaging-guided photodynamic therapeutic (PDT) agents. However, intramolecular rotation of donor-acceptor (D-A) type AIEgens favors non-radiative decay of photonic energy which results in unsatisfactory fluorescence quantum and singlet oxygen yields. To address this issue, we developed several molecularly engineered AIEgens with partially "locked" molecular structures enhancing both fluorescence emission and the production of triplet excitons. A triphenylphosphine group was introduced to form a D-A conjugate, improving water solubility and the capacity for mitochondrial localization of the resulting probes. Experimental and theoretical analyses suggest that the much higher quantum and singlet oxygen yield of a structurally "significantly-locked" probe (LOCK-2) than its "partially locked" (LOCK-1) and "unlocked" equivalent (LOCK-0) is a result of suppressed AIE and twisted intramolecular charge transfer. LOCK-2 was also used for the mitochondrial-targeting, fluorescence image-guided PDT of liver cancer cells.
- Published
- 2022
14. Targeted delivery of maytansine to liver cancer cells via galactose-modified supramolecular two-dimensional glycomaterial
- Author
-
Hai-Na Xie, Yu-Yuan Chen, Guo-Biao Zhu, Hai-Hao Han, Xi-Le Hu, Zhi-Qiang Pan, Yi Zang, Dong-Hao Xie, Xiao-Peng He, Jia Li, and Tony D. James
- Subjects
Materials Chemistry ,Metals and Alloys ,Ceramics and Composites ,General Chemistry ,Catalysis ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials - Abstract
A two-dimensional (2D) glycomaterial for targeted delivery of maytansine to liver cancer cells was developed.
- Published
- 2022
15. Dual-Channel Fluorescent Probe for the Simultaneous Monitoring of Peroxynitrite and Adenosine-5′-triphosphate in Cellular Applications
- Author
-
Luling Wu, Jihong Liu, Xue Tian, Robin R. Groleau, Beidou Feng, Yonggang Yang, Adam C. Sedgwick, Hai-Hao Han, Yang Wang, Han-Min Wang, Fang Huang, Steven D. Bull, Hua Zhang, Chusen Huang, Yi Zang, Jia Li, Xiao-Peng He, Ping Li, Bo Tang, Tony D. James, and Jonathan L. Sessler
- Subjects
inorganic chemicals ,Colloid and Surface Chemistry ,Peroxynitrous Acid ,General Chemistry ,Biochemistry ,Article ,Catalysis - Abstract
Changes in adenosine triphosphate (ATP) and peroxynitrite (ONOO–) concentrations have been correlated in a number of diseases including ischemia-reperfusion injury and drug-induced liver injury. Herein, we report the development of a fluorescent probe ATP-LW, which enables the simultaneous detection of ONOO– and ATP. ONOO– selectively oxidizes the boronate pinacol ester of ATP-LW to afford the fluorescent 4-hydroxy-1,8-naphthalimide product NA-OH (λex = 450 nm, λem = 562 nm or λex = 488 nm, λem = 568 nm). In contrast, the binding of ATP to ATP-LW induces the spirolactam ring opening of rhodamine to afford a highly emissive product (λex = 520 nm, λem = 587 nm). Due to the differences in emission between the ONOO– and ATP products, ATP-LW allows ONOO– levels to be monitored in the green channel (λex = 488 nm, λem = 500–575 nm) and ATP concentrations in the red channel (λex = 514 nm, λem = 575–650 nm). The use of ATP-LW as a combined ONOO– and ATP probe was demonstrated using hepatocytes (HL-7702 cells) in cellular imaging experiments. Treatment of HL-7702 cells with oligomycin A (an inhibitor of ATP synthase) resulted in a reduction of signal intensity in the red channel and an increase in that of the green channel as expected for a reduction in ATP concentrations. Similar fluorescence changes were seen in the presence of SIN-1 (an exogenous ONOO– donor).
- Published
- 2021
16. Iodine substitution compromises the aggregation-induced emission (AIE) property and enhances the biothiol sensitivity of quinoline–malononitrile-based fluorescent probes
- Author
-
Guo-Biao Zhu, Jie Gao, Min-Yu Zhang, Liu He, Hai-Hao Han, Yi Zang, Jia Li, and Xiao-Peng He
- Subjects
Process Chemistry and Technology ,General Chemical Engineering - Published
- 2023
17. In vitro studies of deferasirox derivatives as potential organelle-targeting traceable anti-cancer therapeutics
- Author
-
Dan-Ying Huang, Hai-Hao Han, Axel Steinbrueck, Xiao-Peng He, Adam C. Sedgwick, Michael Y. Zhao, Sajal Sen, Jia Li, Yi Zang, and Jonathan L. Sessler
- Subjects
Article ,Catalysis ,03 medical and health sciences ,0302 clinical medicine ,Fluorescent cell ,Lysosome ,Organelle ,Materials Chemistry ,medicine ,Lung cancer ,030304 developmental biology ,0303 health sciences ,Chemistry ,Deferasirox ,Metals and Alloys ,Cancer ,General Chemistry ,medicine.disease ,In vitro ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,medicine.anatomical_structure ,030220 oncology & carcinogenesis ,Ceramics and Composites ,Cancer research ,medicine.drug - Abstract
We report here strategic functionalization of the FDA approved chelator deferasirox (1) in an effort to produce organelle-targeting iron chelators with enhanced activity against A549 lung cancer cells. Derivative 8 was found to have improved antiproliferative activity relative to 1. Fluorescent cell imaging revealed that compound 8 preferentially localises within the lysosome.
- Published
- 2021
18. Fluorescent probes for the detection of disease-associated biomarkers
- Author
-
Wei-Tao Dou, Hai-Hao Han, Adam C. Sedgwick, Guo-Biao Zhu, Yi Zang, Xin-Rong Yang, Juyoung Yoon, Tony D. James, Jia Li, and Xiao-Peng He
- Subjects
Multidisciplinary ,Fluorescent probes ,Biomarker detection ,General ,Chemical biology ,Biomarkers ,Fluorescence imaging ,Fluorescent Dyes - Abstract
Fluorescent probes have emerged as indispensable chemical tools to the field of chemical biology and medicine. The ability to detect intracellular species and monitor physiological processes has not only advanced our knowledge in biology but has provided new approaches towards disease diagnosis. In this review, we detail the design criteria and strategies for some recently reported fluorescent probes that can detect a wide range of biologically important species in cells and in vivo. In doing so, we highlight the importance of each biological species and their role in biological systems and for disease progression. We then discuss the current problems and challenges of existing technologies and provide our perspective on the future directions of the research area. Overall, we hope this review will provide inspiration for researchers and prove as useful guide for the development of the next generation of fluorescent probes.
- Published
- 2022
19. Photochromic Fluorescent Probe Strategy for the Super-resolution Imaging of Biologically Important Biomarkers
- Author
-
Hai Hao Han, Yao Li, Tony D. James, Xi Le Hu, Yi Zang, Na Li, Xianzhi Chai, Yan Wang, Adam C. Sedgwick, Junji Zhang, Xiao-Peng He, He Tian, Jia Li, and Yang Yu
- Subjects
Chemistry(all) ,Photoisomerization ,Serum Albumin, Human ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Catalysis ,Cell Line ,Photochromism ,chemistry.chemical_compound ,Colloid and Surface Chemistry ,SDG 3 - Good Health and Well-being ,Microscopy ,medicine ,Humans ,Merocyanine ,Fluorescent Dyes ,Spiropyran ,Microscopy, Confocal ,Molecular Structure ,Optical Imaging ,General Chemistry ,Photochemical Processes ,beta-Galactosidase ,Human serum albumin ,Fluorescence ,0104 chemical sciences ,body regions ,chemistry ,embryonic structures ,Biophysics ,Phototoxicity ,Biomarkers ,medicine.drug - Abstract
Here, we report a β-galactosidase (β-Gal)-responsive photochromic fluorescent probe, NpG, that was designed to prebind to human serum albumin (HSA) to form the probe/protein hybrid, NpG@HSA. The formation of NpG@HSA led to an increase in fluorescence emission (520 nm) corresponding to the binding of the fluorescent naphthalimide unit with HSA. In addition, this enabled visualization of the spiropyran fluorescence emission in aqueous media. Our probe/protein hybrid approach afforded a unique imaging platform with enhanced cell permeability and solubility that was capable of visualizing the cellular uptake of NpG@HSA before its activation by β-Gal. The β-Gal-mediated cleavage of the galactose unit within the NpG@HSA hybrid resulted in the formation of NpM@HSA and an increase in red fluorescence emission (620 nm). The resultant merocyanine unit was then able to undergo photoisomerization (merocyanine ↔ spiropyran) to facilitate STORM (i.e., stochastic optical reconstruction microscopy) imaging with minimal phototoxicity and excellent photostability/reversibility. Using STORM, NpG@HSA was able to determine the subcellular distribution of β-Gal activity between cell lines with nanoscale precision. We believe that this system represents a versatile imaging platform for the design of photochromic fluorescent probes suitable for illuminating the precise location of disease-specific biomarkers in various cellular processes.
- Published
- 2020
20. Pinkment: a synthetic platform for the development of fluorescent probes for diagnostic and theranostic applications†
- Author
-
Maria Weber, Amanda B. Mackenzie, Tony D. James, Jia Li, Maria L. Odyniec, Xiao-Peng He, Yi Zang, Bo Han Li, Charlotte E.F. Jarman, Adam C. Sedgwick, Hai Hao Han, and Steven D. Bull
- Subjects
Chemistry ,Bioconjugation ,Biological species ,Nanotechnology ,General Chemistry ,Fluorescence ,Biomarker (cell) - Abstract
Reaction-based fluorescent-probes have proven successful for the visualisation of biological species in various cellular processes. Unfortunately, in order to tailor the design of a fluorescent probe to a specific application (i.e. organelle targeting, material and theranostic applications) often requires extensive synthetic efforts and the synthetic screening of a range of fluorophores to match the required synthetic needs. In this work, we have identified Pinkment-OH as a unique “plug-and-play” synthetic platform that can be used to develop a range of ONOO− responsive fluorescent probes for a variety of applications. These include theranostic-based applications and potential material-based/bioconjugation applications. The as prepared probes displayed an excellent sensitivity and selectivity for ONOO− over other ROS. In vitro studies using HeLa cells and RAW 264.7 macrophages demonstrated their ability to detect exogenously and endogenously produced ONOO−. Evaluation in an LPS-induced inflammation mouse model illustrated the ability to monitor ONOO− production in acute inflammation. Lastly, theranostic-based probes enabled the simultaneous evaluation of indomethacin-based therapeutic effects combined with the visualisation of an inflammation biomarker in RAW 264.7 cells., Pinkment, a resorufin based ONOO− selective and sensitive ‘plug and play’ fluorescence-based platform for in vitro and in vivo use, enables facile functionalisation for various imaging and theranostic applications.
- Published
- 2020
21. Long-Wavelength AIE-Based Fluorescent Probes for Mitochondria-Targeted Imaging and Photodynamic Therapy of Hepatoma Cells
- Author
-
Ling Zhu, Fang Zhou Xu, Xing Yu Ma, Chengyun Wang, Xiao-Peng He, Hai Hao Han, Yi Zang, Jia Li, Dan Zhao, and Tony D. James
- Subjects
theranostic probe ,Carcinoma, Hepatocellular ,Chemistry(all) ,photosensitizer ,medicine.medical_treatment ,Biomedical Engineering ,Photodynamic therapy ,Mitochondrion ,photodynamic therapy (PDT) ,Biomaterials ,SDG 3 - Good Health and Well-being ,Cell Line, Tumor ,medicine ,Humans ,Photosensitizer ,Fluorescent Dyes ,Biochemistry, medical ,Photosensitizing Agents ,Chemistry ,Liver Neoplasms ,Biochemistry (medical) ,General Chemistry ,Fluorescence ,Mitochondria ,mitochondria ,Long wavelength ,Photochemotherapy ,Biophysics ,aggregation-induced emission (AIE) ,Mitochondria targeted - Abstract
With this research, we have developed two long-wavelength theranostic probes (DCMT and DCMC) with aggregation-induced emission (AIE)-based properties for image-guided photodynamic therapy (PDT) of hepatoma cells. Introduction of a triphenylamine or carbazole group to a dicyanomethylene-4H-pyran dye with long-wavelength fluorescence emission produces the AIE-based probes, which were subsequently modified with triphenyl-phosphonium cation for actively targeting the mitochondria of hepatoma cells. Solution-based experiments show that the probes exhibit a mixed photophysical mechanism of twisted-intramolecular charge transfer and AIE at different aggregation states. The molecular aggregation of the probes also leads to an enhanced ability for oxygen photosensitization, suggesting their potential for PDT of cancer cells. Our subsequent cell-based assays show that the probes localize in the mitochondria of hepatoma cells and the use of light leads to cell death through the intracellular production of reactive oxygen species.
- Published
- 2021
22. Securing Transplanted Meniscal Allografts Using Bone Plugs Results in Lower Risks of Graft Failure and Reoperations: A Meta-analysis.
- Author
-
Ow, Zachariah Gene Wing, Cheong, Chin Kai, Hai, Hao Han, Ng, Cheng Han, Wang, Dean, Krych, Aaron J., Saris, Daniel B.F., Wong, Keng Lin, and Lin, Heng An
- Subjects
MENISCUS (Anatomy) ,HOMOGRAFTS ,META-analysis ,CONFIDENCE intervals ,MEDICAL information storage & retrieval systems ,SYSTEMATIC reviews ,GRAFT survival ,CONTINUING education units ,REOPERATION ,DESCRIPTIVE statistics ,DATA analysis software ,MEDLINE ,MENISCUS injuries - Abstract
Background: Meniscal allograft transplant (MAT) is an important treatment option for young patients with deficient menisci; however, there is a lack of consensus on the optimal method of allograft fixation. Hypothesis: The various methods of MAT fixation have measurable and significant differences in outcomes. Study Design: Meta-analysis; Level of evidence, 4. Methods: A single-arm meta-analysis of studies reporting graft failure, reoperations, and other clinical outcomes after MAT was performed. Studies were stratified by suture-only, bone plug, and bone bridge fixation methods. Proportionate rates of failure and reoperation for each fixation technique were pooled with a mixed-effects model, after which reconstruction of relative risks with confidence intervals was performed using the Katz logarithmic method. Results: A total of 2604 patients underwent MAT. Weighted mean follow-up was 4.3 years (95% CI, 3.2-5.6 years). During this follow-up period, graft failure rates were 6.2% (95% CI, 3.2%-11.6%) for bone plug fixation, 6.9% (95% CI, 4.5%-10.3%) for suture-only fixation, and 9.3% (95% CI, 6.2%-13.9%) for bone bridge fixation. Transplanted menisci secured using bone plugs displayed a lower risk of failure compared with menisci secured via bone bridges (RR = 0.97; 95% CI, 0.94-0.99; P =.02). Risks of failure were not significantly different when comparing suture fixation to bone bridge (RR = 1.02; 95% CI, 0.99-1.06; P =.12) and bone plugs (RR = 0.99; 95% CI, 0.96-1.02; P =.64). Allografts secured using bone plugs were at a lower risk of requiring reoperations compared with those secured using sutures (RR = 0.91; 95% CI, 0.87-0.95; P <.001), whereas allografts secured using bone bridges had a higher risk of reoperation when compared with those secured using either sutures (RR = 1.28; 95% CI, 1.19-1.38; P <.001) or bone plugs (RR = 1.41; 95% CI, 1.32-1.51; P <.001). Improvements in Lysholm and International Knee Documentation Committee scores were comparable among the different groups. Conclusion: This meta-analysis demonstrates that bone plug fixation of transplanted meniscal allografts carries a lower risk of failure than the bone bridge method and has a lower risk of requiring subsequent operations than both suture-only and bone bridge methods of fixation. This suggests that the technique used in the fixation of a transplanted meniscal allograft is an important factor in the clinical outcomes of patients receiving MATs. [ABSTRACT FROM AUTHOR]
- Published
- 2022
- Full Text
- View/download PDF
23. Dual-channel fluorescent probe for the simultaneous monitoring of peroxynitrite and adenosine-5’-triphosphate in cellular applications
- Author
-
Xiao-Peng He, Jihong Liu, Tony D. James, Yonggang Yang, Jia Li, Ping Li, Chusen Huang, Luling Wu, Bo Tang, Xue Tian, Steven D. Bull, Yi Zhang, Yang Wang, Adam C. Sedgwick, Fang Huang, Jonathan L. Sessler, Hua Zhang, Han-Min Wang, Hai-Hao Han, and Robin R. Groleau
- Subjects
inorganic chemicals ,chemistry.chemical_classification ,Reactive oxygen species ,Oligomycin ,ATP synthase ,biology ,Pinacol ,Fluorescence ,Rhodamine ,chemistry.chemical_compound ,chemistry ,cardiovascular system ,biology.protein ,Biophysics ,Peroxynitrite ,Reactive nitrogen species - Abstract
The concentrations of ATP and ONOO− have been correlated with the progression a number of diseases including ischemia-reperfusion injury and drug-induced liver injury. Here, we report the development of fluorescent probe, ATP-LW, which enables the simultaneous detection of ONOO− and ATP. ONOO− selectively oxidises the boronate pinacol ester of ATP-LW, to afford the fluorescent 4-hydroxy-1,8-naphthalimide product NA-OH (λex = 450 nm, λem = 562 nm or λex = 488 nm, λem = 568 nm). While, the binding of ATP to ATP-LW induces the spirolactam ring opening of rhodamine to afford a highly emissive product (λex = 520 nm, λem = 587 nm). Due to the differences in emission between the ONOO− and ATP products, ATP-LW exhibits the unique ability to image ONOO− levels in the green channel (λex = 488 nm, λem = 500-575 nm) and ATP concentrations using the red channel (λex = 514 nm, λem = 575-650 nm). This was demonstrated using hepatocytes (HL-7702 cells) in cellular imaging experiments. The treatment of HL-7702 cell line with oligomycin A (an inhibitor of ATP synthase) resulted in a reduction of ATP in the red channel and increase in ONOO− green channel. While, the presence of SIN-1 (an exogenous ONOO− donor) results in an increase of ONOO−, and decrease in ATP. Significantly, when HL-7702 cells were treated with acetaminophen as a biological model for drug-induced liver injury, an increase in ONOO− green and decrease in ATP red channel fluorescence was observed. These results illustrate the utility of ATP-LW as a chemical tool to simultaneously monitor ATP and ONOO− concentrations in cellular-based applications.
- Published
- 2021
24. A General Strategy to the Intracellular Sensing of Glycosidases using AIE-Based Glycoclusters
- Author
-
Guo-Rong Chen, Hai-Hao Han, Lei Dong, Min-Yu Zhang, Xiao-Peng He, Sébastien Vidal, Jia Li, Yi Zang, Beijing Institute of Technology (BIT), Molécules de Communication et Adaptation des Micro-Organismes (MCAM), Muséum national d'Histoire naturelle (MNHN)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS), East China University of Science and Technology, Department Institute of Precision Optical Engineering, Tongji University, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS), Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Institut National des Sciences Appliquées de Lyon (INSA Lyon), Université de Lyon-Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Institut de Chimie du CNRS (INC)-École Supérieure Chimie Physique Électronique de Lyon-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie des Substances Naturelles (ICSN), and Institut de Chimie du CNRS (INC)-Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS)
- Subjects
chemistry.chemical_classification ,Fluorescence-lifetime imaging microscopy ,Glycosylation ,Fluorophore ,Quenching (fluorescence) ,010405 organic chemistry ,Glycoconjugate ,Glycobiology ,General Chemistry ,Tetraphenylethylene ,010402 general chemistry ,01 natural sciences ,0104 chemical sciences ,3. Good health ,Chemistry ,chemistry.chemical_compound ,chemistry ,Biochemistry ,Click chemistry ,[CHIM]Chemical Sciences - Abstract
Glycosidases, which are the enzymes responsible for the removal of residual monosaccharides from glycoconjugates, are involved in many different biological and pathological events. The ability to detect sensitively the activity and spatiotemporal distribution of glycosidases in cells will provide useful tools for disease diagnosis. However, the currently developed fluorogenic probes for glycosidases are generally based on the glycosylation of the phenol group of a donor–acceptor type fluorogen. This molecular scaffold has potential drawbacks in terms of substrate scope, sensitivity because of aggregation-caused quenching (ACQ), and the inability for long-term cell tracking. Here, we developed glycoclusters characterized by aggregation-induced emission (AIE) properties as a general platform for the sensing of a variety of glycosidases. To overcome the low chemical reactivity associated with phenol glycosylation, here we developed an AIE-based scaffold, which is composed of tetraphenylethylene conjugated with dicyanomethylene-4H-pyran (TPE–DCM) with a red fluorescence emission. Subsequently, a pair of dendritic linkages was introduced to both sides of the fluorophore, to which six copies of monosaccharides (d-glucose, d-galactose or l-fucose) were introduced through azide–alkyne click chemistry. The resulting AIE-active glycoclusters were shown to be capable of (1) fluorogenic sensing of a diverse range of glycosidases including β-d-galactosidase, β-d-glucosidase and α-l-fucosidase through the AIE mechanism, (2) fluorescence imaging of the endogenous glycosidase activities in healthy and cancer cells, and during cell senescence, and (3) glycosidase-activated, long-term imaging of cells. The present study provides a general strategy to the functional, in situ imaging of glycosidase activities through the multivalent display of sugar epitopes of interest onto properly designed AIE-active fluorogens., We report a general strategy for the fluorogenic sensing of glycosidases in cells based on aggregation-induced emission of glycoclusters.
- Published
- 2021
25. Protein encapsulation: a new approach for improving the capability of small-molecule fluorogenic probes
- Author
-
Tony D. James, He Tian, Hai Hao Han, Na Li, Xiao Peng He, James T. Brewster, Maria Weber, Yi Zang, Steven D. Bull, Maria L. Odyniec, Jonathan L. Sessler, Adam C. Sedgwick, Jia Li, Ying Shang, Bo Han Li, Tingting Liu, and Kunqian Yu
- Subjects
biology ,Chemistry ,Cell ,General Chemistry ,biology.organism_classification ,Human serum albumin ,Fluorescence ,Small molecule ,In vitro ,HeLa ,medicine.anatomical_structure ,In vivo ,Biophysics ,medicine ,Preclinical imaging ,medicine.drug - Abstract
Herein, we report a protein-based hybridization strategy that exploits the host-guest chemistry of HSA (human serum albumin) to solubilize the otherwise cell impermeable ONOO− fluorescent probe Pinkment-OAc. Formation of a HSA/Pinkment-OAc supramolecular hybrid was confirmed by SAXS and solution-state analyses. This HSA/Pinkment-OAc hybrid provided an enhanced fluorescence response towards ONOO−versusPinkment-OAc alone, as determined by in vitro experiments. The HSA/Pinkment-OAc hybrid was also evaluated in RAW 264.7 macrophages and HeLa cancer cell lines, which displayed an enhanced cell permeability enabling the detection of SIN-1 and LPS generated ONOO− and the in vivo imaging of acute inflammation in LPS-treated mice. A remarkable 5.6 fold (RAW 264.7), 8.7-fold (HeLa) and 2.7-fold increased response was seen relative to Pinkment-OAc alone at the cellular level and in vivo, respectively. We anticipate that HSA/fluorescent probe hybrids will soon become ubiquitous and routinely applied to overcome solubility issues associated with hydrophobic fluorescent imaging agents designed to detect disease related biomarkers., Herein, we report a protein-based hybridization strategy that exploits the host–guest chemistry of HSA (human serum albumin) to solubilize the otherwise cell impermeable ONOO− fluorescent probe Pinkment-OAc.
- Published
- 2021
26. Securing Transplanted Meniscal Allografts Using Bone Plugs Results in Lower Risks of Graft Failure and Reoperations: A Meta-analysis
- Author
-
Ow, Zachariah Gene Wing, primary, Cheong, Chin Kai, additional, Hai, Hao Han, additional, Ng, Cheng Han, additional, Wang, Dean, additional, Krych, Aaron J., additional, Saris, Daniel B.F., additional, Wong, Keng Lin, additional, and Lin, Heng An, additional
- Published
- 2021
- Full Text
- View/download PDF
27. Perioperative steroid administration reduces overall complications in patients undergoing liver resection: A meta-analysis
- Author
-
Hai, Hao-Han, primary, Aw, Phoebe, additional, Teng, Thomas Zheng Jie, additional, and Shelat, Vishal G, additional
- Published
- 2021
- Full Text
- View/download PDF
28. A Simple Near‐Infrared Fluorescent Probe for the Detection of Peroxynitrite
- Author
-
Tony D. James, Jie Wang, Steven D. Bull, Luling Wu, Paramabhorn Tosuwan, Hai Hao Han, Xiao-Peng He, Xue Tian, Adam C. Sedgwick, Robin R. Groleau, and Boontana Wannalerse
- Subjects
inorganic chemicals ,probe ,010402 general chemistry ,01 natural sciences ,complex mixtures ,near-infrared ,peroxynitrite ,HeLa ,lcsh:Chemistry ,chemistry.chemical_compound ,cardiovascular diseases ,chemistry.chemical_classification ,Reactive oxygen species ,biology ,010405 organic chemistry ,Communication ,Near-infrared spectroscopy ,boronate ,General Chemistry ,Biocompatible material ,biology.organism_classification ,musculoskeletal system ,Fluorescence ,Communications ,0104 chemical sciences ,3. Good health ,chemistry ,lcsh:QD1-999 ,Biophysics ,cardiovascular system ,fluorescence ,Peroxynitrite - Abstract
Herein, we report the evaluation and synthesis of a reaction based fluorescent probe DCM‐Bpin for the detection of Peroxynitrite (ONOO−). DCM‐Bpin exhibits selective fluorescence off‐on response for ONOO− over other reactive oxygen species, including H2O2. Moreover, DCM‐Bpin is biocompatible and has been used to visualize exogenous ONOO− in HeLa cells., Turn on the light: A 50‐fold “turn‐on” fluorescence response at 667 nm was observed for DCM‐Bpin upon the addition of ONOO− (0–27 equiv.) using an excitation wavelength of 560 nm.
- Published
- 2019
29. Targeted photoswitchable imaging of intracellular glutathione by a photochromic glycosheet sensor
- Author
-
Xiao-Peng He, Yi Zang, Junji Zhang, Jia Li, Xianzhi Chai, He Tian, and Hai-Hao Han
- Subjects
Molecular switch ,photochromic glycosheet ,Organic Chemistry ,photoswitchable imaging ,Glutathione ,Fluorescence ,Full Research Paper ,lcsh:QD241-441 ,Chemistry ,2D MnO2 nanosheets ,chemistry.chemical_compound ,Photochromism ,Membrane ,lcsh:Organic chemistry ,chemistry ,intracellular GSH ,Biophysics ,lcsh:Q ,Asialoglycoprotein receptor ,lcsh:Science ,molecular switches ,Biosensor ,Intracellular - Abstract
The development of photochromic fluorescence sensors with dynamic and multiple-signaling is beneficial to the improvement of biosensing/imaging precision. However, elaborate designs with complicated molecular structures are always required to integrate these functions into one molecule. By taking advantages of both redox-active/high loading features of two-dimensional (2D) manganese dioxide (MnO2) and dynamic fluorescence photoswitching of photochromic sensors, we here design a hybrid photochromic MnO2 glycosheet (Glyco-DTE@MnO2) to achieve the photoswitchable imaging of intracellular glutathione (GSH). The photochromic glycosheet manifests significantly turn-on fluorescence and dynamic ON/OFF fluorescence signals in response to GSH, which makes it favorable for intracellular GSH double-check in targeted human hepatoma cell line (HepG2) through the recognition between β-D-galactoside and asialoglycoprotein receptor (ASGPr) on cell membranes. The dynamic fluorescence signals and excellent selectivity for detection and imaging of GSH ensure the precise determination of cell states, promoting its potential applications in future disease diagnosis and therapy.
- Published
- 2019
30. Coumarin-based fluorescent ‘AND’ logic gate probes for the detection of homocysteine and a chosen biological analyte
- Author
-
Robert B. P. Elmes, Tony D. James, Xiao-Peng He, Lokesh Kumar Kumawat, Jordan E. Gardiner, Luling Wu, Hai Hao Han, Xin Li, Adam C. Sedgwick, Steven D. Bull, and Ruiying Guo
- Subjects
Analyte ,Homocysteine ,Chemistry ,General Chemical Engineering ,02 engineering and technology ,General Chemistry ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Coumarin ,01 natural sciences ,Combinatorial chemistry ,Fluorescence ,0104 chemical sciences ,Nitroreductase ,chemistry.chemical_compound ,0210 nano-technology ,AND gate - Abstract
With this research we set out to develop a number of coumarin-based ‘AND’ logic fluorescence probes that were capable of detecting a chosen analyte in the presence of HCys. Probe JEG-CAB was constructed by attaching the ONOO� reactive unit, benzyl boronate ester, to a HCys/Cys reactive fluorescent probe, CAH. Similarly, the core unit CAH was functionalised with the nitroreductase (NTR) reactive p-nitrobenzyl unit to produce probe JEG-CAN. Both, JEG-CAB and JEG-CAN exhibited a significant fluorescence increase when exposed to either HCys and ONOO� (JEG-CAB) or HCys and NTR (JEG-CAN) thus demonstrating their effectiveness to function as AND logic gates for HCys and a chosen analyte.
- Published
- 2019
31. Deferasirox (ExJade): An FDA-Approved AIEgen Platform with Unique Photophysical Properties
- Author
-
Xi-Le Hu, Adam C. Sedgwick, Xiao-Peng He, Axel Steinbrueck, Vincent M. Lynch, Daniel N. Mangel, James T. Brewster, Hai-Hao Han, Ying Shang, Kai-Cheng Yan, He Tian, Dylan W. Snelson, and Jonathan L. Sessler
- Subjects
Methicillin-Resistant Staphylococcus aureus ,Light ,Excited state intramolecular proton transfer ,Cefoperazone ,Microbial Sensitivity Tests ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Catalysis ,Colloid and Surface Chemistry ,Bacterial Proteins ,medicine ,Fluorescent Dyes ,Iron Chelator ,Microscopy, Confocal ,Aqueous medium ,Extramural ,Chemistry ,Deferasirox ,General Chemistry ,Alkaline Phosphatase ,Combinatorial chemistry ,Fluorescence ,0104 chemical sciences ,Anti-Bacterial Agents ,Microscopy, Fluorescence ,Sulbactam ,Biofilms ,Pseudomonas aeruginosa ,Biomarkers ,medicine.drug - Abstract
Deferasirox, ExJade, is an FDA-approved iron chelator used for the treatment of iron overload. In this work, we report several fluorescent deferasirox derivatives that display unique photophysical properties, i.e., aggregation-induced emission (AIE), excited state intramolecular proton transfer, charge transfer, and through-bond and through-space conjugation characteristics in aqueous media. Functionalization of the phenol units on the deferasirox scaffold afforded the fluorescent responsive pro-chelator ExPhos, which enabled the detection of the disease-based biomarker alkaline phosphatase (ALP). The diagnostic potential of these deferasirox derivatives was supported by bacterial biofilm studies.
- Published
- 2021
32. sj-pdf-2-ajs-10.1177_03635465211042014 – Supplemental material for Securing Transplanted Meniscal Allografts Using Bone Plugs Results in Lower Risks of Graft Failure and Reoperations: A Meta-analysis
- Author
-
Ow, Zachariah Gene Wing, Cheong, Chin Kai, Hai, Hao Han, Ng, Cheng Han, Wang, Dean, Krych, Aaron J., Saris, Daniel B.F., Wong, Keng Lin, and Lin, Heng An
- Subjects
FOS: Clinical medicine ,110323 Surgery ,110604 Sports Medicine ,FOS: Health sciences ,110314 Orthopaedics - Abstract
Supplemental material, sj-pdf-2-ajs-10.1177_03635465211042014 for Securing Transplanted Meniscal Allografts Using Bone Plugs Results in Lower Risks of Graft Failure and Reoperations: A Meta-analysis by Zachariah Gene Wing Ow, Chin Kai Cheong, Hao Han Hai, Cheng Han Ng, Dean Wang, Aaron J. Krych, Daniel B.F. Saris, Keng Lin Wong and Heng An Lin in The American Journal of Sports Medicine
- Published
- 2021
- Full Text
- View/download PDF
33. Supramolecular Assembly of TPE-Based Glycoclusters with Dicyanomethylene-4H-pyran (DM) Fluorescent Probes Improve Their Properties for Peroxynitrite Sensing and Cell Imaging
- Author
-
Guo-Rong Chen, Hai-Hao Han, Xiao-Peng He, Yi Zang, Lei Dong, Meng-Qi Fu, Lifang Liu, Sébastien Vidal, Jia Li, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS), Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Institut National des Sciences Appliquées de Lyon (INSA Lyon), and Université de Lyon-Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Institut de Chimie du CNRS (INC)-École Supérieure Chimie Physique Électronique de Lyon-Centre National de la Recherche Scientifique (CNRS)
- Subjects
Supramolecular chemistry ,010402 general chemistry ,01 natural sciences ,Catalysis ,Supramolecular assembly ,chemistry.chemical_compound ,Peroxynitrous Acid ,Stilbenes ,[CHIM]Chemical Sciences ,ComputingMilieux_MISCELLANEOUS ,Fluorescent Dyes ,Pyrans ,Quenching (fluorescence) ,010405 organic chemistry ,Organic Chemistry ,Optical Imaging ,General Chemistry ,Tetraphenylethylene ,Combinatorial chemistry ,Fluorescence ,0104 chemical sciences ,chemistry ,Pyran ,Self-assembly ,Glycoconjugates ,Peroxynitrite - Abstract
Two red-emitting dicyanomethylene-4H-pyran (DM) based fluorescent probes were designed and used for peroxynitrite (ONOO- ) detection. Nevertheless, the aggregation-caused quenching effect diminished the fluorescence and restricted their further applications. To overcome this problem, tetraphenylethylene (TPE) based glycoclusters were used to self-assemble with these DM probes to obtain supramolecular water-soluble glyco-dots. This self-assembly strategy enhanced the fluorescence intensity, leading to an enhanced selectivity and activity of the resulting glyco-dot comparing to DM probes alone in PBS buffer. The glyco-dots also exhibited better results during fluorescence sensing of intracellular ONOO- than the probes alone, thereby offering scope for the development of other similar supramolecular glyco-systems for chemical biological studies.
- Published
- 2020
34. A new colorimetric and fluorescent probe with a large stokes shift for rapid and specific detection of biothiols and its application in living cells
- Author
-
Cheng-Yun Wang, Hai-Hao Han, Yunxiang Lu, Weihong Zhu, Meng-Zhao Zhang, and Shaoze Zhang
- Subjects
Detection limit ,Specific detection ,Chemistry ,Biomedical Engineering ,Analytical chemistry ,02 engineering and technology ,General Chemistry ,General Medicine ,010402 general chemistry ,021001 nanoscience & nanotechnology ,01 natural sciences ,Fluorescence ,0104 chemical sciences ,Fluorescence intensity ,symbols.namesake ,Stokes shift ,symbols ,General Materials Science ,Naked eye ,0210 nano-technology ,Selectivity - Abstract
In this work, a new reversible colorimetric and fluorescent probe for sequential recognition of copper ions and biothiols is synthesized easily. Based on the chelation-enhanced fluorescence quenching (CHEQ) effect, this probe shows high sensitivity and selectivity towards Cu2+, which can be detected by the naked eye. And this experimental phenomenon can also be realised upon addition of biothiols, restoring their initial fluorescence intensity. This probe also features a very high response speed (less than 5 seconds) and a large stokes shift (178 nm) toward Cu2+ and biothiols. Moreover, the detection limit for Cu2+ and biothiols is as low as 7.34 nM and 10.3 nM, respectively. Additionally, this ON–OFF–ON-type fluorescence recognition cycle can be repeated more than 5 times by addition of Cu2+ and biothiols in turn. Particularly, this 1–Cu2+ ensemble is further successfully applied for GSH detection in living cells.
- Published
- 2020
35. Deferasirox (ExJade): A Fluorescent Pro-Chelator Active Against Antibiotic Resistant Bacteria
- Author
-
James T. Brewster, Jonathan L. Sessler, Xi-Le Hu, Axel Steinbrueck, Ying Shang, Dylan W. Snelson, Vincent M. Lynch, He Tian, Adam C. Sedgwick, Daniel N. Mangel, Xiao-Peng He, Hai-Hao Han, and Kai-Cheng Yan
- Subjects
Fluorescence-lifetime imaging microscopy ,genetic structures ,biology ,medicine.drug_class ,Chemistry ,Antibiotics ,Deferasirox ,biology.organism_classification ,behavioral disciplines and activities ,Fluorescence ,Microbiology ,Antibiotic resistance ,nervous system ,medicine ,Chelation ,Cytotoxicity ,psychological phenomena and processes ,Bacteria ,medicine.drug - Abstract
Deferasirox, ExJade, an FDA-approved treatment for iron overload disorders has been shown to inhibit the growth of both gram-positive and -negative bacteria through iron (Fe(III)) chelation. Modification of the ExJade framework led to the identification of a new fluorescent platform ExPh and ExBT. Functionalization of the phenol moieties on ExBT with phosphate units afforded a ratiometric fluorescent pro-chelator (ExPhos), which was effective in the inhibition of two clinically relevant antibiotic-resistant bacteria, (MRSA (ATCC 43300) and VRE (ATCC 51299)), and allowed the fluorescent imaging of MRSA. Remarkably, this pro-chelation strategy proved selective towards bacteria with no cytotoxicity observed for ExPhos treated A549 cells (72 h incubation). This work represents a new pro-chelator antibiotic strategy that can be modified with a chosen reactive chemical trigger to provide a diagnostic signal in conjunction with a therapeutic response with a potential of minimal off-target toxicities.
- Published
- 2020
36. Protein Encapsulation: A Nanocarrier Approach to the Fluorescence Imaging of an Enzyme-Based Biomarker
- Author
-
A. Toby A. Jenkins, Tony D. James, Holger Schönherr, Steven D. Bull, Lauren Gwynne, George T. Williams, Adam C. Sedgwick, Xiao-Peng He, James T. Brewster, Hai Hao Han, Jonathan L. Sessler, and Zhiyuan Jia
- Subjects
Fluorescence-lifetime imaging microscopy ,02 engineering and technology ,010402 general chemistry ,01 natural sciences ,elastase detection ,nanocarrier-based enzyme detection ,Rhodamine ,lcsh:Chemistry ,chemistry.chemical_compound ,BSA-based nanocarrier ,fluorescence imaging ,cell imaging ,Solubility ,Original Research ,Detection limit ,biology ,Chemistry ,Elastase ,General Chemistry ,021001 nanoscience & nanotechnology ,Fluorescence ,0104 chemical sciences ,lcsh:QD1-999 ,Neutrophil elastase ,Biophysics ,biology.protein ,Nanocarriers ,0210 nano-technology - Abstract
Here, we report a new pentafluoropropanamido rhodamine fluorescent probe (ACS-HNE) that allows for the selective detection of neutrophil elastase (NE). ACS-HNE displayed high sensitivity, with a low limit of detection (
- Published
- 2020
37. Coumarin-based fluorescent probe for the rapid detection of peroxynitrite 'AND' biological thiols
- Author
-
Tony D. James, Shaun Reeksting, Jie Wang, Xue Tian, Luling Wu, Adam C. Sedgwick, Xiao-Peng He, Steven D. Bull, Hai Hao Han, and Robin R. Groleau
- Subjects
inorganic chemicals ,Analyte ,Chromatography ,General Chemical Engineering ,General Chemistry ,Glutathione ,Coumarin ,Fluorescence ,Rapid detection ,chemistry.chemical_compound ,chemistry ,cardiovascular system ,Fluorescence response ,Peroxynitrite - Abstract
A coumarin-based novel ‘AND’ logic fluorescent probe ROS-AHC has been developed for the simultaneous detection of ONOO− and biological thiols. ROS-AHC was shown to exhibit only a very small fluorescence response upon addition of a single GSH or ONOO− analyte. Exposure to both analytes, however, resulted in a significant fluorescence enhancement.
- Published
- 2020
38. Peroxynitrite Activated Drug Conjugate Systems Based on a Coumarin Scaffold Toward the Application of Theranostics
- Author
-
Steven D. Bull, Tony D. James, Xiao Peng He, Maria L. Odyniec, Hai Hao Han, Adam C. Sedgwick, and Jordan E. Gardiner
- Subjects
theranostic ,02 engineering and technology ,010402 general chemistry ,01 natural sciences ,coumarin ,peroxynitrite ,lcsh:Chemistry ,chemistry.chemical_compound ,Moiety ,Reactive nitrogen species ,Original Research ,chemosensor ,Pinacol ,General Chemistry ,021001 nanoscience & nanotechnology ,Coumarin ,Combinatorial chemistry ,0104 chemical sciences ,Chemistry ,lcsh:QD1-999 ,chemistry ,fluorescence ,0210 nano-technology ,Linker ,Peroxynitrite ,Boronic acid ,Conjugate - Abstract
Two novel drug-conjugates based on a “coumarin linker” have been designed for the synergic release of a therapeutic agent and fluorescent probe for the potential application of theranostics. The drug conjugates; CC-RNS and CI-RNS were designed to be activated by reactive oxygen species or reactive nitrogen species (ROS/RNS). The fluorescence OFF-ON response was triggered by the peroxynitrite-mediated transformation of a boronic acid pinacol ester to a phenol moiety with simultaneous release of the therapeutic agents (Confirmed by HRMS). The limit of detection for peroxynitrite using CC-RNS and CI-RNS was 0.29 and 37.2 μM, respectively. Both CC-RNS and CI-RNS demonstrated the ability to visualize peroxynitrite production thus demonstrating the effectiveness of these probes for use as tools to monitor peroxynitrite-mediated drug release in cancer cell lines.
- Published
- 2019
39. Photocontrolled Fluorescence 'Double-Check' Bioimaging Enabled by a Glycoprobe-Protein Hybrid
- Author
-
Youxin Fu, Junji Zhang, Ben L. Feringa, He Tian, Xiao-Peng He, Hai-Hao Han, Synthetic Organic Chemistry, and Basic and Translational Research and Imaging Methodology Development in Groningen (BRIDGE)
- Subjects
Indoles ,Light ,Protein Conformation ,Serum Albumin, Human ,02 engineering and technology ,Asialoglycoprotein Receptor ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Carbohydrate receptor ,Molecular Docking Simulation ,Catalysis ,Fluorescence ,PROBES ,chemistry.chemical_compound ,Colloid and Surface Chemistry ,Protein structure ,CHEMOSENSORS ,medicine ,NANOPARTICLES ,GLUTATHIONE ,Humans ,Double check ,Merocyanine ,Benzopyrans ,Fluorescent Dyes ,Binding Sites ,Chemistry ,INTRAMOLECULAR CHARGE-TRANSFER ,Optical Imaging ,General Chemistry ,Hep G2 Cells ,021001 nanoscience & nanotechnology ,Human serum albumin ,Nitro Compounds ,CANCER ,0104 chemical sciences ,RECEPTORS ,Naphthalimides ,Docking (molecular) ,CELLS ,Biophysics ,FLUOROPHORES ,0210 nano-technology ,EMISSION ,Hydrophobic and Hydrophilic Interactions ,medicine.drug - Abstract
Despite the rapid development of imaging techniques, precise probe localization and modulation in living cells is still a challenging task. Here we show that the simple hybridization between a photochromic fluorescent glycoprobe and human serum albumin (HSA) enables a unique fluorescence "double-check" mechanism for precisely localizing and manipulating probe molecules in living cells. Docking of a carbohydrate-modified naphthalimide (Naph)-spiropyran (SP) dyad to a hydrophobic pocket of HSA produces the glycoprobe-protein hybrid, causing the protein conformation to fold as determined by small-angle X-ray scattering. We show that the Naph and merocyanine (the photo isomer of SP) fluorescence of the resulting hybrid can be reversibly switched by light in buffer solution and in target cells overexpressing the carbohydrate receptor.
- Published
- 2018
40. Glypican-3-targeted precision diagnosis of hepatocellular carcinoma on clinical sections with a supramolecular 2D imaging probe
- Author
-
Wen Wen, He Tian, Yu-Jiao Qiu, Yuan-Yuan Shi, Hai-Hao Han, Li-Wei Dong, Hongyang Wang, Yexiong Tan, Yi-Tao Long, and Xiao-Peng He
- Subjects
Carcinoma, Hepatocellular ,Time Factors ,Pathology, Surgical ,Medicine (miscellaneous) ,02 engineering and technology ,010402 general chemistry ,01 natural sciences ,Glypican 3 ,Glypicans ,Biomarkers, Tumor ,medicine ,Humans ,Pharmacology, Toxicology and Pharmaceutics (miscellaneous) ,Frozen section procedure ,biology ,Diagnostic Tests, Routine ,Chemistry ,Liver Neoplasms ,021001 nanoscience & nanotechnology ,medicine.disease ,Fluorescence ,Molecular Imaging ,0104 chemical sciences ,Staining ,Biomarker (cell) ,Hepatocellular carcinoma ,Cancer cell ,Cancer research ,biology.protein ,Antibody ,0210 nano-technology - Abstract
The ability of chemical tools to effectively detect malignancy in frozen sections removed from patients during surgery is important for the timely determination of the subsequent surgical program. However, current clinical methods for tissue imaging rely on dye-based staining or antibody-based techniques, which are sluggish and complicated. Methods: Here, we have developed a 2D material-based supramolecular imaging probe for the simple, rapid yet precise diagnosis of hepatocellular carcinoma (HCC). The 2D probe is constructed through supramolecular self-assembly between a water soluble, fluorescent peptide ligand that selectively targets glypican-3 (GPC-3, a specific cell-surface biomarker for HCC) and 2D molybdenum disulfide that acts as a fluorescence quencher as well as imaging enhancer. Results: We show that the 2D imaging probe developed with minimal background fluorescence can sensitively and selectively image cells overexpressing GPC-3 over a range of control cells expressing other membrane proteins. Importantly, we demonstrate that the 2D probe is capable of rapidly (signal became readable within 1 min) imaging HCC tissues over para-carcinoma regions in frozen sections derived from HCC patients; the results are in accordance with those obtained using traditional clinical staining methods. Conclusion: Compared to conventional staining methods, which are laborious (e.g., over 30 min is needed for antibody-based immunosorbent assays) and complex (e.g., diagnosis is based on discrimination of the nucleus morphology of cancer cells from that of normal cells), our probe, with its simplicity and quickness, might become a promising candidate for tumor-section staining as well as fluorescence imaging-guided surgery.
- Published
- 2018
41. The development of a novel AND logic based fluorescence probe for the detection of peroxynitrite and GSH
- Author
-
Xiao-Peng He, Hai Hao Han, Jordan E. Gardiner, Steven D. Bull, Adam C. Sedgwick, and Tony D. James
- Subjects
inorganic chemicals ,Analyte ,010405 organic chemistry ,Cellular imaging ,General Chemistry ,Glutathione ,010402 general chemistry ,01 natural sciences ,Fluorescence ,0104 chemical sciences ,chemistry.chemical_compound ,chemistry ,cardiovascular system ,Biophysics ,Fluorescein ,Selectivity ,Fluorescence response ,Peroxynitrite - Abstract
We have developed a novel AND logic based fluorescence probe for the simultaneous detection of ONOO− and GSH (GSH-PF3). The GSH-PF3 probe was synthesised over three steps starting from commercially available fluorescein. The probe was constructed by attaching the GSH reactive motif, 2,4-dinitrobenzenesulfonyl, to the previously reported boronate fluorescence based probe, PF3. GSH-PF3 produced only a small fluorescence response towards the addition of GSH or ONOO− separately. However, when the probe was exposed to both analytes, there was a significant (40-fold) fluorescence enhancement. GSH-PF3 demonstrated an excellent selectivity towards both GSH and ONOO−. In cellular imaging experiments the probe was shown to be cell permeable with no ‘turn-on’ response observed for the addition of either GSH or ONOO− separately. However, in the presence of both analytes, a clear fluorescence response was observed in live cells. GSH-PF3 was further able to monitor the co-existence of metabolically produced ONOO− and GSH by exogenous stimulation.
- Published
- 2018
42. ESIPT-based fluorescence probe for the ratiometric detection of superoxide
- Author
-
Tony D. James, Maria L. Odyniec, Hai Hao Han, Adam C. Sedgwick, Lei Feng, Steven D. Bull, Xiao Peng He, Liyuan Liu, Xue Tian, and Luling Wu
- Subjects
Detection limit ,Chemistry ,Superoxide ,02 engineering and technology ,General Chemistry ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Photochemistry ,01 natural sciences ,Fluorescence ,Catalysis ,0104 chemical sciences ,chemistry.chemical_compound ,Materials Chemistry ,0210 nano-technology ,Selectivity ,Volume concentration - Abstract
A simple ESIPT-based fluorescence probe (HMBT-LW) was developed for the detection of superoxide (O2˙−). HMBT-LW was synthesised over two steps and was shown to rapidly detect low concentrations of O2˙− (limit of detection = 7.4 μM), fully reacting within two minutes. Furthermore, HMBT-LW demonstrated excellent selectivity and sensitivity towards O2˙−.
- Published
- 2019
43. A long-wavelength fluorescent probe with a large Stokes shift for lysosome-targeted imaging of Cys and GSH
- Author
-
Hai-Hao Han, Yi Zang, Yi-Hang Sun, Chengyun Wang, Jia Li, and Jia-Min Huang
- Subjects
02 engineering and technology ,010402 general chemistry ,01 natural sciences ,Analytical Chemistry ,chemistry.chemical_compound ,symbols.namesake ,Morpholine ,Stokes shift ,Lysosome ,medicine ,Humans ,Cysteine ,Homocysteine ,Instrumentation ,Spectroscopy ,Fluorescent Dyes ,chemistry.chemical_classification ,Reactive oxygen species ,Optical Imaging ,Glutathione ,021001 nanoscience & nanotechnology ,Fluorescence ,Atomic and Molecular Physics, and Optics ,0104 chemical sciences ,Spectrometry, Fluorescence ,medicine.anatomical_structure ,chemistry ,Michael reaction ,symbols ,Biophysics ,Lysosomes ,0210 nano-technology ,HeLa Cells - Abstract
Biothiols including cysteine (Cys) and glutathione (GSH) are biological signaling molecules responsible for cell detoxification, cell metabolism and neutralization of reactive oxygen species. Here, we synthesized a long-wavelength fluorescent probe, DCIMA, for lysosome-targeted imaging of Cys and GSH in living cells. DCIMA is consisted of a dicyanoisophorone core modified with an acrylate group for biothiol detection through the Michael addition reaction and a morpholine group as the lysosome-targeting agent. The presence of the electron-donating morpholine group also enhances the intramolecular charge transfer mechanism of the probe, thereby enabling its long-wavelength fluorescence emission (670 nm) and large Stokes shift (180 nm). In concentration range of 0-30 μM, the probe was determined to react quickly with both Cys and GSH with low detection limits (5 min, 35.2 nM for GSH and 34.8 nM for Cys) and achieve the sensitive fluorescence imaging of the biothiols located in the lysosomes of living cells.
- Published
- 2021
44. Sialylglycan-Assembled Supra-Dots for Ratiometric Probing and Blocking of Human-Infecting Influenza Viruses
- Author
-
He Tian, Xiao-Peng He, Xinying Tang, Hai-Hao Han, Guo-Rong Chen, Dongming Zhou, Changfeng Wu, and Chang-Zheng Wang
- Subjects
Glycan ,Materials science ,Orthomyxoviridae ,Supramolecular chemistry ,Human cell line ,Nanotechnology ,02 engineering and technology ,010402 general chemistry ,01 natural sciences ,Virus ,Supramolecular assembly ,Quantum Dots ,Fluorescence Resonance Energy Transfer ,Humans ,General Materials Science ,Fluorescent Dyes ,biology ,021001 nanoscience & nanotechnology ,biology.organism_classification ,Fluorescence ,0104 chemical sciences ,Spectrometry, Fluorescence ,Förster resonance energy transfer ,biology.protein ,Biophysics ,0210 nano-technology - Abstract
The seasonal outbreak of influenza causes significant morbidity and mortality worldwide because a number of influenza virus (IV) strains have been shown to infect and circulate in humans. Development of effective means to timely monitor as well as block IVs is still a challenging task. Whereas conventional fluorescence probes rely on a fluorimetric change upon recognizing IVs, here we developed simple "Supra-dots" that are formed through the aqueous supramolecular assembly between a blue-emitting polymer dot and red-emitting sialylglycan probes for the ratiometric detection of IVs. Tuning the Förster resonance energy transfer from polymer dots to glycan probes by selective sialylglycan-virus recognition enables the fluorescence ratiometric determination of IVs, whereas the presence of unselective, control viruses quenched the fluorescence of the Supra-dots. Meanwhile, we show that the Supra-dots can effectively inhibit the invasion of a human-infecting IV toward a human cell line, thereby making possible a unique bifunctional, supramolecular probe for influenza theranostics.
- Published
- 2017
45. Conjugated polyelectrolytes with galactose-containing side chains for targeted hepatoma cell imaging
- Author
-
Xiao-Peng He, Pan Wu, Hai-Hao Han, Wei-Tao Dou, Chunyan Tan, Mingli Zhang, and Yuyang Jiang
- Subjects
Carcinoma, Hepatocellular ,Stereochemistry ,02 engineering and technology ,010402 general chemistry ,01 natural sciences ,Catalysis ,chemistry.chemical_compound ,Cell Line, Tumor ,Materials Chemistry ,Side chain ,Humans ,Molecular Structure ,Liver Neoplasms ,Optical Imaging ,Metals and Alloys ,Cationic polymerization ,Galactose ,Hep G2 Cells ,General Chemistry ,021001 nanoscience & nanotechnology ,Polyelectrolytes ,Combinatorial chemistry ,Conjugated Polyelectrolytes ,0104 chemical sciences ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,chemistry ,Alkynes ,Ceramics and Composites ,0210 nano-technology ,Hepatoma cell ,Ethers ,HeLa Cells - Abstract
Three cationic conjugated polyelectrolytes (CPEs) with a common poly(p-phenylene ethynylene) backbone and different galactose-containing side chains were designed and synthesized. These CPEs were characterized and their application in targeted hepatoma cell imaging was demonstrated.
- Published
- 2017
46. Dual-Function Fluorescent Probe for the Detection of Peroxynitrite and Adenosine Triphosphate
- Author
-
Tony D. James, Chusen Huang, Xue Tian, Jonathan L. Sessler, Steven D. Bull, Xiao-Peng He, Yang Wang, Luling Wu, Hai-Hao Han, and Adam C. Sedgwick
- Subjects
chemistry.chemical_classification ,Reactive oxygen species ,chemistry.chemical_compound ,chemistry ,Biophysics ,Fluorescence ,Adenosine triphosphate ,Dual function ,Peroxynitrite ,Reactive nitrogen species - Abstract
A novel dual-function fluorescent probe (ATP-LW) was developed for the detection of ONOO- and ATP.
- Published
- 2019
47. Fluorescent probes for the imaging of lipid droplets in live cells
- Author
-
Guo Rong Chen, He Tian, Adam C. Sedgwick, Hai Hao Han, Yi Zang, Xiao-Peng He, Tony D. James, Sajal Sen, Jonathan L. Sessler, and Jia Li
- Subjects
Inorganic Chemistry ,010405 organic chemistry ,Chemistry ,Cellular imaging ,Lipid droplet ,Materials Chemistry ,Nanotechnology ,Physical and Theoretical Chemistry ,010402 general chemistry ,01 natural sciences ,0104 chemical sciences - Abstract
Lipid droplets (LDs) are cellular organelles that are essential for maintaining lipid and energy homeostasis. Once regarded as merely inert fat particles, they are now recognized as highly dynamic, mobile organelles required for preventing lipotoxicity and for interacting and cooperating with various organelles. Despite the progress made in understanding the role of LDs, a number of fundamental questions remain unanswered. Effective imaging agents for observing the morphology and dynamic physiological processes of LDs in cells could help address this knowledge gap. Such probes are expected to aid in our understanding of LDs and facilitate the development of new and effective therapeutics. In this review, we have provided a brief introduction to the formation and physiological functions of LDs in an attempt to highlight the importance of these underappreciated organelles. Recent examples of LD-based fluorescent probes are discussed, including the fluorescence phenomenon used in their design. To date, both intramolecular charge transfer (ICT) and aggregation-induced emission (AIE) fluorescence mechanisms have been exploited to create LD probes. However, alternative strategies can be envisioned. We hope the readers will be enlightened as to the importance of these key organelles, will be poised to exploit existing probes to explore various biological applications, and be inspired to create new LD fluorescent sensors that will further our understanding of LDs and their associated physiology.
- Published
- 2021
48. Correction to 'Photochromic Fluorescent Probe Strategy for the Super-resolution Imaging of Biologically Important Biomarkers'
- Author
-
Xi-Le Hu, He Tian, Xiao-Peng He, Na Li, Junji Zhang, Xianzhi Chai, Yan Wang, Adam C. Sedgwick, Yang Yu, Yao Li, Yi Zang, Tony D. James, Hai-Hao Han, and Jia Li
- Subjects
Photochromism ,Colloid and Surface Chemistry ,Chemistry ,Nanotechnology ,General Chemistry ,Biochemistry ,Superresolution ,Fluorescence ,Catalysis - Published
- 2020
49. ESIPT-Based Fluorescence Probe for the Ratiometric Detection of Superoxide
- Author
-
Luling Wu, Liyuan Liu, Hai-Hao Han, Xue Tian, Maria Odyniec, Adam Sedgwick, Xiao-Peng He, Steven Bull, and Tony James
- Abstract
A simple ESIPT-based fluorescence probe (HMBT-LW) was developed for the detection of superoxide (O2⸱-). HMBT-LW was synthesised over two steps and was shown to rapidly detect low concentrations of O2⸱- (limit of detection = 7.4 μM), fully reacting within two minutes. Furthermore, HMBT-LW demonstrated excellent selectivity and sensitivity towards O2⸱-.
- Published
- 2018
50. Excited-state intramolecular proton-transfer (ESIPT) based fluorescence sensors and imaging agents
- Author
-
He Tian, Juyoung Yoon, Jonathan L. Sessler, Xiao-Peng He, Hai Hao Han, Luling Wu, Tony D. James, Ben Zhong Tang, Steven D. Bull, and Adam C. Sedgwick
- Subjects
Molecular Structure ,010405 organic chemistry ,Optical Imaging ,Excited state intramolecular proton transfer ,Nanotechnology ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Fluorescence ,0104 chemical sciences ,symbols.namesake ,Optical imaging ,Spectrometry, Fluorescence ,Stokes shift ,Intramolecular force ,symbols ,Humans ,Protons ,Fluorescent Dyes - Abstract
In this review we will explore recent advances in the design and application of excited-state intramolecular proton-transfer (ESIPT) based fluorescent probes. Fluorescence based sensors and imaging agents (probes) are important in biology, physiology, pharmacology, and environmental science for the selective detection of biologically and/or environmentally important species. The development of ESIPT-based fluorescence probes is particularly attractive due to their unique properties, which include a large Stokes shift, environmental sensitivity and potential for ratiometric sensing.
- Published
- 2018
Catalog
Discovery Service for Jio Institute Digital Library
For full access to our library's resources, please sign in.