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Triacylglycerol (TAG) regioisomers containing palmitic acid (16:0) was identified using ultra-performance supercritical fluid chromatography and quadrupole time-of-flight mass spectrometry (UPSFC-Q-TOF-MS) and quantified using calibration curve method and calculation equation method. There were negative linear correlation between [R

We compared phospholipids (PLs) content, their molecular species, and milk fat globules size and microstructure in the milk of five mammalian species, including human, cow, goat, yak, and donkey. The absolute quantification of major PLs was determined using

This study investigated the effects of different microwave power (380 W, 540 W, 700 W) and time (0-10 min) on the minor bioactive components content and oxidative stability of perilla oil. The results indicated that fatty acids in perilla oil were slightly affected by microwave treatment. The oxidative stability of perilla oil increased with increasing microwave treatment intensity and the oil from perilla seeds treated at 700 W for 10 min had the highest oxidative stability. Compared with other microwave treatments, treatment with 700 W for 10 min resulted in significant increases in the total phytosterols content, Maillard reaction products and DPPH radical scavenging activity of perilla oil, while showed dramatic reductions in the total tocopherol content, phenolic compounds content and lipase activity. These results proved that microwave treatment of perilla seeds was an effective way to improve the quality of perilla oil.

Deterioration of frying oil greatly affects the nutrition of fried foods. In this study, influence of fried food and oil type on the distribution of polar compounds in oils at total polar compound (TPC) of 24%, 25% and 27% was evaluated. Both food and oil significantly affected the composition of frying oil (P 0.01) and the effect of oil was relatively more significant than that of food. Five groups of polar compounds were presented: triglyceride oligomer (TGO), triglyceride dimer (TGD), oxidized triglyceride monomer (oxTGM), diglyceride (DG) and free fatty acid (FFA). TGD and DG had the highest contents, up to 6.9%-7.5% and 8.1%-8.9% respectively, while FFA had the lowest content with 1.4%-1.7%. The compound of the greatest concern in frying oil, oxTGM, varied from 4.6% to 4.8%, when TPC reached 24%-27%. Data will be expected to provide the evidence for toxicological evaluation of fried oils and foods in restaurants.

Preterm infants with physiological immaturity require higher lipid provision than term infants. This study compared the lipid composition, including total, sn-2 fatty acid, and triacylglycerol (TAG) compositions in 14 preterm formulas and 25 term formulas in the Chinese market, in 2020-2021. Preterm formula had higher medium-chain fatty acid (MCFA) and comparable C22:6n-3 (DHA) contents than term formula. Notably, significantly lower C16:0 and C18:0 (p 0.001) were distributed on the sn-2 position in preterm formula. Two hundred and thirteen kinds of TAG molecular species were identified using UPLC-Q-TOF-MS. In preterm formula, significantly higher Ca-Ca-Cy and Ca-Ca-Ca (p 0.001) existed. These clear distinctions showed the challenge of the progress in preterm formula, such as DHA status, MCFA pattern, and TAG esterified with palmitic acid on the sn-2 position.

Beef tallow (BT) is the common hotpot oil used in Sichuan hotpot, increasing its characteristic flavors and making it taste better. However, the cholesterol content in BT is high, which may induce cardiovascular diseases. In this study, the effect of palm stearin (PS) on Sichuan hotpot oil was evaluated. The PS: BT blends showed similar physicochemical properties to BT from the results of sensory evaluation, pulsed NMR, DSC, and polar light micrograph (PLM). Furthermore, since spiciness is the essential characteristic of Sichuan hotpot, the digestive properties of capsaicinoids in hotpot oil were used as an evaluation index. The results showed that the digestive properties of capsaicinoids in hotpot oil containing PS were consistent with those without PS. In conclusion, PS can be partially used to replace BT, which can broaden the types of oil used for hotpot and help develop a new hotpot oil.

Flavor is a significant factor determining the popularity of French fries (FFs). The frying process of soybean oil (SO) showed three obvious stages-break-in, optimum, and degrading. Further, in order to distinguish the key aroma compounds in each stage, the FFs prepared in SO with total polar compounds (TPC) of 6.5% (FF7), 16.37% (FF16), and 26.5% (FF27), and their corresponding oils (SO7, SO16, SO27) were chosen for sensory-directed analysis. In the break-in stage (6.50-13.50% of TPC), the flavor of the FFs was light and undesirable due to the lower content of (E,E)-2,4-decadienal. Then at the optimum stage (15.43-22.70% of TPC), the FFs obtained a higher sensory score, mainly owing to the increase of (E,E)-2,4-decadienal with a strong, deep-fried odor. However, in the degrading stage (over 22.70% of TPC), high level of four acids (hexanoic, heptanoic, octanoic, and nonanoic acid), benzeneacetaldehyde and trans-4,5-epoxy-(E)-2-decenal resulted in flavor deterioration in FF27.

The frying process is an excellent way to obtain food with desirable sensory. However, some harmful substances, such as aldehydes and monoepoxy oleic acids, could also be produced. This study mainly explores the inhibition of polyphenols from the Camellia oleifera seed cake extract (CSCE) on the formation of polar compounds, core aldehydes, and monoepoxy oleic acids during deep-fat frying. The results showed that the CSCE could significantly decrease peroxide, p-anisidine, total polar, and monoepoxy oleic acids compared with other groups. In addition, the CSCE could significantly inhibit the generation of oxidized triacylglycerol polymer (TGP) and oxidized triacylglycerol (ox-TG), indicating its anti-polymerization activity. The total amount of core aldehydes and glycerol ester core aldehydes (9-oxo) in soybean oil was significantly reduced. Furthermore, CSCE had a better inhibitory effect on monoepoxy fatty acids than TBHQ. Our results might be helpful to provide a basis for the search for new natural antioxidants.

In this study, the 4,4-dimethylsterol oleates were efficiently synthesized through esterification of 4,4-dimethylsterols and oleoyl chloride. The impact of reaction parameters on the 4,4-dimethylsterol conversion were investigated. The 4,4-dimethylsterol conversion increased with pyridine dosage, molar ratio of oleoyl chloride to 4,4-dimethylsterols, and temperature. The highest conversion of 99.27% was obtained with molar ratio of 1.1:1 at 313 K for 60 min. A second-order kinetic model describing acyl chloride esterification featuring high correlation coefficients was established. Arrhenius-Van't Hoff plot suggested activation energy and pre-exponential factor were 15.54 kJ mol−1 and 1.78 × 103 L mol−1 min−1, respectively. The molecular structure of 4,4-dimethylsterol oleates were finally identified by attenuated total reflection fourier transform infrared spectroscopy (ATR-FTIR), ultra-performance liquid chromatography system coupled with quadrupole time of flight mass spectrometry (UPLC-Q-TOF-MS), and nuclear magnetic resonance (NMR).

The fatty acid, squalene, and phytosterols, coupled to chemometrics were utilized to detect the adulteration of camellia oil (CAO) with palm superolein (PAO), refined olive oil (ROO), high oleic- sunflower oil (HO-SUO), sunflower oil (SUO), corn oil (COO), rice bran oil (RBO), rice oil (RIO), peanut oil (PEO), sesame oil (SEO), soybean oil (SOO), and rapeseed oil (RAO). CAO was characterized with higher triterpene alcohols, thus differentiated from other vegetable oils in principle component analysis (PCA). Using partial least squares-discriminant analysis (PLS-DA), CAO adulterated with PAO, ROO, HO-SUO, SUO, COO, RBO, RIO, PEO, SEO, SOO, RAO (5%-100%, w/w), could be classified, especially higher than 92.31% of the total discrimination accuracy, at an adulterated ratio above 30%. With less than 22 potential key markers selected by the variable importance in projection (VIP), the optimized PLS models were confirmed to be accurate for the adulterated level prediction in CAO.

In this study, purified rice bran oil (RBO) was used as a lipid matrix model to study the individual and binary antioxidant capacity of the minor constituents (α-tocopherol, γ-oryzanol and phytosterol) added at different concentrations and ratios. The results revealed that concentration influenced on the oxidation stability and scavenging capacity, while ratio mainly affected the type of interaction or the degree of synergism or antagonism. It was important to notice that the antioxidant capacity of α-tocopherol would decrease under high concentration. Besides, the inhibition of phytosterol on α-tocopherol and the formation of hydrogen bond between γ-oryzanol and phytosterol were speculated by the interactions of these minor constituents. This work helps to select efficient combinations for stabilizing the anti-oxidation of nutrient enriched RBO or provide suggestions for moderate retain of minor constituents in RBO.

Polyunsaturated fatty acids (PUFA) in 2-monoacylglycerols form exhibit various biological activities and have potential applications in food and pharmaceuticals. Preparation of 2-monoacylglycerols was conducted by enzymatic enthanolysis. The effects of lipase type, substrate weight ratio, reaction time and lipase load on the 2-monoacylglycerols content in the crude product were investigated. Lipozyme 435 behaved as 1,3-specific and high-catalytic-activity lipase in this reaction. Under the optimal conditions (ethanol:oil = 3:1 (w/w), 8% Lipozyme 435, 3 h), 27% 2-monoacylglycerols were obtained. After solvent extraction of 2-monoacylglycerols, the abilities of low temperature crystallization and molecular distillation to concentrate 2-PUFA-monoacylglycerols were compared. Low temperature crystallization concentrated 81.13% and 74.29% PUFA by acetonitrile and hexane, respectively, with over 90% in 2-monoacylglycerol forms. Conversely, molecular distillation yielded a PUFA concentration of 72% but decreased the 2-monoacylglycerols content to 69.81%. Thus, the method including enzymatic ethanolysis and low temperature crystallization is suitable for preparation of 2-monoacylglycerols rich in PUFA.

Triacylglycerol (TAG) composition in 180 commercial infant, follow-on and growing-up formulas with different fat sources (plant oil, cow's milk and goat's milk) were analyzed and compared with mature human milk (MHM). TAGs in formulas were greatly affected by fat source. Formulas contained higher proportions of TAGs with short-chain/medium-chain saturated fatty acids, OOO and acyl carbon number (ACN) 54, and lower proportions of ACN 52 than MHM. There were significant differences in the content and stereochemical structure of OPL and OPO between formulas and MHM. Although there were no significant differences in the OPO contents between formulas with OPO and MHM, it is not enough to reach the abundance of palmitic acid (PA) at the sn-2 position in MHM. These results indicated that it is more suitable for Chinese infants to supplement the formulas with not only OPO, but also other TAGs containing PA mainly at the sn-2 position (such as OPL).

In this paper, different types of oleogels were prepared by five gelators including hydroxypropyl methyl cellulose (HPMC), monoacylglycerol (MAG), sodium stearyl lactate (SSL), rice bran wax (RBW) and beeswax (BW), and their applications in cookies were compared. Texture, microstructure, and colour results showed that MAG, RBW and shortening based cookies had similar hardness, porous structure, and L*, a*, b*. MAG and RBW exhibited excellent rheological properties similar to shortening. Regarding the consumer sensory evaluation of cookies, RBW, MAG and shortening had similar scores of 3.9, 4.3 and 4.1, respectively. For wax-based oleogels, the higher the content of β' crystal and solid fat content (SFC), the lower the hardness of cookies, but the cookies hardness of emulsifier based oleogels do not depend on β' content and SFC. This paper confirmed the best gelators for cookies, and provided a reference for developing the oleogels to match the quality of shortening in cookies.

The effects of seven different extraction solvents (ethanol, isopropanol, acetone, ethyl acetate, isohexane, n-hexane, and subcritical butane) on the lipid yield and quality of the oil extracted from krill meal were investigated in this study. Phospholipids (PL), fatty acids (FA) composition and minor components including sterols, astaxanthin, vitamin A and tocopherols in the extracted krill oil were analyzed. The results indicated that ethanol and isopropanol led to comparatively higher lipid yields (16.33 and 14.52%, respectively) and PL contents (39.2 and 38.7%, respectively) but lower contents of the minor components than the other solvents. The krill oil extracted with acetone had the lowest PL content (20.63%) but contained more astaxanthin (206.74mg/kg), vitamin A (27.84mg/100g), and sterols (39.00mg/g). Moreover, high levels of n-3 FA were present in the extracts with high PL contents. Further analysis revealed that 23.65-28.10% of eicosapentaenoic acid (EPA) and 16.71-21.03% of docosahexaenoic acid (DHA) were present in the PL, while only 2.83-3.48% of EPA and 1.40-1.74% of DHA were detected in the triacylglycerols (TAG). In addition, subcritical butane proved to be an alternative to n-hexane and isohexane; krill oil extracted with these three solvents had similar qualities.

1,3-Distearoyl-2-oleoylglycerol (SOS) is widely used as a cocoa butter improver and an anti-blooming agent in the chocolate industry. In this study, an effective process was developed to prepare SOS by enzymatic acidolysis. Under optimal reaction conditions (substrate molar ratio of 12, NS40086 loading of 10%, a solvent-free system, 75°C for 4h), a SOS yield of 70.2% was obtained. Subsequently, two-step purification was applied to purify the crude SOS product. Free fatty acids were completely removed after molecular distillation. After acetone fractionation, the purity of SOS reached 92.2% with an 85.1% recovery. Comparison of various physicochemical properties of purified SOS and a commercial cocoa butter improver showed their properties to be similar. This study provides an effective and sustainable process for the synthesis of SOS product, which is expected to be used as a high-quality cocoa butter improver or an anti-blooming agent in the chocolate industry.

Phytosterols are important beneficial compounds found in rice bran (RB) and rice bran oil (RBO). Although relationships have been confirmed between the forms of phytosterols and their bioactivities, the analysis of different forms of phytosterols in RB and RBO has been lacking. In this study, high temperature gas chromatography-mass spectrometry (HTGC-MS) was combined with the single standard to determine multi-components (SSDMC) method to determine free sterols (FSs) and steryl glycosides (SGs) in RB and RBO. High-performance liquid chromatography (HPLC) was used to determine steryl ferulates (SFs). There was clear variation in the composition of FS, SF and SG, indicating that different forms of phytosterols can discriminate between different RB and RBO. The developed method may be also useful for the detection of other compounds of interest in oils, oil seeds or cereals.

Activated complex theory (ACT), apart from Van 't Hoff equation, has long been applying as an alternative tool to connect the kinetics (reaction rate constant, k) and thermodynamics parameters (including standard enthalpy of activation, △H++; standard entropy of activation, △S++; standard Gibbs free energy of activation, △G++). The study mainly focuses on ACT application in food systems, especially oil and fruit juice processing. Considering there are several improper calculations or mistakes often found in papers published recently in 2014–2019, three considerations are presented when applying the ACT, including 1) Understand that the reaction should be a single chemical elementary step; 2) Ensure that the units used should be consistent; 3) Effectively analyze the kinetics and thermodynamic parameters by choosing proper temperatures. This study is expected to further improve the understanding and correct application of this well-known theory in future work.

A research was performed to determine and compare the physicochemical properties, chemical compositions and in vitro antioxidant activities of Paeonia lactiflora Pall seed oils with ultrasonic-assisted solvent extraction, pressing and supercritical fluid extraction. Paeonia lactiflora Pall seed oil contained a high percentage of polyunsaturated fatty acids and monounsaturated fatty acids, especially oleic (31.62–32.88%) and α-linolenic acids (37.55–39.95%). The beneficial multiple dietary phytochemicals (tocopherol, phytosterols and squalene) and in vitro antioxidant activity were significantly influenced by the hull and processing method (P＜0.05). However, higher tocopherol (596.67–738.76 mg/kg) and phytosterols (5775.01–6055.62 mg/kg) contents were found in supercritical fluid extraction oils. Additionally, ten individual polyphenols were quantified, and significantly influenced by the hull and processing method (P＜0.05), with the content of benzoic acid and several individual flavonoids being the higher. According to the results, pressing might be the best process for extracting oil with a high number of polyphenols.

Effect of fried food, oil type, moisture, fatty acid and molecular distribution on the effectiveness of rapid test of Total Polar Compounds (TPC) in frying oil based on dielectric constant was explored. Effects of all factors were compared and found to be significant (P 0.05). Throughout the life cycle of frying oil, its rapid results were correlated well with those of conventional chromatography (Y = 0.7625X + 3.681, R

Structured TAGs with palmitic acid and polyunsaturated fatty acid (PUFA) at the sn-2 position have various health benefits for infants. In this study, we first compared two enzymatic routes for preparation of the structured TAGs. Results showed that the one-pot and two-step syntheses led to 37.6% and 55.4% oleic acid incorporation, respectively, after 10 h and reaction route had little effect on the sn-2 fatty acid composition. Subsequently, reaction variables of the two-step synthesis were optimized. Under the optimal conditions, 53.5% oleic acid was incorporated into the structured TAGs after 6-h acidolysis. Major fatty acids at the sn-2 position were palmitic acid (68.7%), ARA (9.8%) and oleic acid (7.9%). This is the first study reporting a two-step enzymatic method for structured TAGs preparation. Compared to the one-pot synthesis, current method significantly improves the efficiency of the acidolysis by product inhibition elimination. The synthetic TAGs have potential use in infant formulas.

This study compared the lipid compositions, minor components contents, oxidative stability index, and free radical scavenging capacities of walnut oils from two species in China: Juglans regia (common walnut) and Juglans sigillata (iron walnut). The results showed that iron walnut oil contained lower C16:0 (4.97–5.25%) and special fatty acid (erucic acid C22:1). Common walnut oil provided higher tocopherols (441.03–490.32 mg/kg), phytosterols (1014.49–1211.40 mg/kg), squalene (4.41–5.21 mg/kg), and polyphenols (44.78–64.61 mg GAE/kg) and better antioxidant capacities. The walnut oil of the different walnut species could be distinguished by principal component analysis and hierarchical cluster analysis. In addition, multiple linear regression was employed to evaluate the contributions of minor components to the free radical scavenging capacity of the walnut oils and develop a predictive model for the antioxidant capacity of the oil. This information has important implications for the nutritional value and industrial production of walnut oil in China.

In this study, simple GC–MS methods for analysising sixteen PAHs and seven PAEs were individually established. The LOQs for PAHs and PAEs were ranging from 0.18 to 0.42 μg/kg and 0.19 to 1.50 μg/kg, respectively. The recoveries for DD samples were in the range of 84.8–115.5% and 84.2–109.3% for PAHs and PAEs, respectively. Furthermore, PAHs and PAEs concentrations in soybean, rapeseed, corn and rice bran oil distillates were evaluated. PAHs were found in all the DD samples and the concentrations of BaP, PAH4 and total PAHs were 0.89–55.58, 8.11–326.07 and 115.77–966.40 μg/kg, respectively. Correspondingly, total PAEs concentrations ranged from 2.45 to 24.52 mg/kg, and the mean value was 7.76 mg/kg. The results illustrated that the contents of PAHs and PAEs in the DDs were extremely higher than those in the edible oils, thus indicating that specific issues should be considered in the vegetable oil DDs and DD-based products.

An ultra-performance convergence chromatography (UPC2) method coupled with quadrupole time-of-flight mass spectrometry (Q-TOF-MS), was developed for the determination of complicated triacylglycerols (TAGs) in human milk fat. The use of supercritical carbon dioxide as the mobile phase improved the chromatographic separation of the TAGs significantly. By optimizing the scan modes of Q-TOF-MS and selecting parent ions for MS/MS ionization, the fragment ions of each TAG including TAG isomers with overlapping retention time were adequately resolved for identification and quantification. A total of 95 different TAGs were identified in the human milk samples from Chinese mother volunteers, with O-P-L representing the main TAG, followed by O-P-O and O-L-L. In addition, the compositions and contents of TAGs in different fats and oils were successfully measured. The developed method can serve as an advanced and reliable analytical tool for the determination of complicated TAGs in various biological samples.

High-purity isohexane containing 88.12% 2-methylpentane, which has a higher polarity than industrial hexane, was selected to selectively fractionate mango kernel fat to produce 1,3-distearoyl-2-oleoyl-glycerol (SOS)-rich fat. The three-stage fractionation process was optimized by considering the stearin yield and its SOS content to obtain a third stearin (TS). This fat contained a high percentage of SOS (69.2%) with only 0.8% diacylglycerol. Mass spectra and sn-2 fatty acid analyses further revealed that the TS was mainly composed of symmetrical monounsaturated triacylglycerols. Compared with cocoa butter (CB), the unique composition of the TS improved its thermal properties (35.6% and 0% solid fat content at 35°C for the TS and CB, respectively). In particular, tempered binary fat blends, which were composed of 20-50% TS and 50-80% CB, showed acceptable compatibility at 20-28°C. The TS could be utilized by chocolate manufacturers to make products suitable for sale and consumption in tropical conditions.

Egg phospholipids (PLs) are currently the products of greatest commercial interest with major area of importance in various fields. Therefore, in this study, duck, hen and quail egg yolk PLs were isolated by solvent extraction with chilled acetone precipitation, and subsequently separated and identified by using ultra-performance liquid chromatography with quadrupole-time-of-flight mass spectrometry (UPLC-Q-TOF-MS). Egg PLs were separated on hydrophilic interaction liquid chromatography (HILIC) with ethylene bridged hybrid (BEH) column by gradient elution using acetonitrile/ammonium formate as a mobile phase, and detected by mass spectrometry (MS) under electrospray ionization in positive and negative ion mode. Structural characterizations of 57 molecular species of egg yolk PLs were identified based on MS/MS fragment ion information and elemental composition in MassLynx 4.1 software. The obtained results showed that phosphatidylcholine (16:0-18:1), phosphatidylethanolamine (18:0-20:4), phosphatidylinositol (18:0-18:2), phosphatidylserine (18:0-18:2), sphingomyelin (d18:1/16:0) and lysophosphatidylcholine (16:0) were the predominant species among the different classes of egg yolk phospholipids.

A new spectrophotometric method for the determination of total serotonin derivatives in the safflower (Carthamus tinctorius L.) seeds is described. The determination is based upon a color reaction between serotonin derivatives and p-dimethylaminobenzaldehyde (Ehrlich's reagent), which follows the electrophilic substitution reaction mechanism at the indole ring. The main factors affecting correct measurement of total serotonin derivatives concentration were studied. The maximum absorption wavelength of the complex was determined at 625nm. Lambert-Beer's law is obeyed in the concentration range of 0.025-0.5mmol/l, with a correlation coefficient (R(2)) of 0.9996, a recovery of 99.7%, and a relative standard derivation (RSD) of 1.5%, respectively. The proposed method presented satisfactory results in the determination of total serotonin derivatives in the extract from a strain of safflower seeds, and thus is recommended as a routine method for total serotonin derivatives quantitation.

The microstructures of colostrum and mature bovine milk fat globule membrane (MFGM) were investigated using confocal laser scanning microscopy (CLSM) at different temperatures, and the relationships between microstructure variations and the chemical compositions of the MFGM were also examined. Using a fluorophore-labeled phospholipid probe, we found that non-fluorescent domains on the MFGM were positively correlated with the amount of sphingomyelin at both room (20 °C) and physiological (37 °C) temperatures. However, at the storage temperature (4 °C), there were more non-fluorescent domains on the MFGM. These results indicate that the heterogeneities in the MFGM are most likely to be the result of the lateral segregation of sphingomyelin at the room and physiological temperatures, and at the storage temperature, phospholipids with saturated fatty acids affect the formation of these domains.