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Journal of Cleaner Production · 2018 · IF 5.651

A cleaner approach for biodegradable lubricants production by enzymatic glycerolysis of castor oil and kinetic analysis

Shangde Sun,Gaoshang Wang,Ping Wang

Monoricinolein (MRO) and diricinolein (DRO) were renewable and biodegradable lubricants . In this paper, MRO and DRO were prepared by the novel cleaner enzymatic glycerolysis of castor oil (CO) in solvent-free system. Three commercial immobilized lipases (Novozym 435, Lipozyme RM IM and Lipozyme TL IM) were screened and compared, and Novozym 435 showed the best catalysis performance among the tested lipases. Effects of reaction variables (reaction pressure, reaction time, temperature, enzyme load, substrate ratio and water content) on the enzymatic glycerolysis of CO were investigated. High conversion of CO (92.48 ± 1.02%) and the maximum bio lubricants yields (54.47 ± 0.58% MRO and 38.01 ± 0.50% DRO) were achieved under the following conditions: enzyme load 5% (w/w, based on the total mass), CO/glycerol ratio at 1:6, 90 °C, and 3 h. The activation energies (Ea) for CO conversion and the formation of MRO and DRO were calculated as 33.75 kJ/mol, 22.26 kJ/mol and 24.37 kJ/mol, respectively, and the process showed high selectivity toward the formation of MRO. Reaction kinetic agreed with the ping-pong Bi-Bi mechanism with the inhibition of CO, and the kinetic values ( V max Vmax , K m ′ Km′ and K IA KIA ) were 0.0946 mol/(L·min), 1.6704 mol/L, and 0.89 mol/L, respectively.

CAS / MDL: 8001-79-4
研究领域: 生物化学 · 可再生资源工程
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Nanomaterials · 2019 ·Vol. 9 ·期 4 ·489 · IF 4.034

1-Laurin-3-Palmitin as a Novel Matrix of Solid Lipid Particles: Higher Loading Capacity of Thymol and Better Stability of Dispersions Than Those of Glyceryl Monostearate and Glyceryl Tripalmitate

Hao Shi,Shuangshuang Huang,Junbo He,Lijuan Han,Weinong Zhang,Qixin Zhong

To develop solid lipid nanoparticles (SLNs) with a new lipid matrix for delivery of hydrophobic bioactive molecules, high purity 1-laurin-3-palmitin (1,3-LP) was synthesized and the prepared 1,3-LP SLNs were compared with those of two common SLN matrices in glyceryl monostearate (GMS) and glyceryl tripalmitate (PPP). Conditions of preparing SLNs were first optimized by evaluating the particle size, polydispersity index (PDI), zeta-potential, and stability. Thereafter, the performance of SLN loading of a model compound in thymol was studied. The loading capacity of thymol in 1,3-LP SLNs was 16% of lipids and higher than 4% and 12% for GMS- and PPP-SLNs, respectively. The 1,3-LP SLNs also had the best efficiency to entrapment thymol during the prolonged storage. X-ray diffraction (XRD) analyses confirmed the excellent crystalline stability of 1,3-LP leading to the stable entrapment efficiency and better stability of thymol-loaded SLNs. Conversely, the polymorphic transformation of GMS and PPP resulted in the declined entrapment efficiency of thymol in the corresponding SLNs. This work indicated the 1,3-diacylglycerol (DAG) SLNs could be used as a promising delivery system for the encapsulation of hydrophobic bioactive molecules with high loading capacity and stability.Keywords:solid lipid nanoparticles;1-laurin-3-palmitin;thymol;delivery system

研究领域: 药剂学 · 生物技术 · 食品科学
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Analytical Methods · 2018 ·Vol. 10 ·期 41 ·4978-4984 · IF 2.073

Determination of phospholipid and fatty glyceride in liposome by RP-HPLC with capacitively coupled contactless conductivity detector

Xing Huang,Kaipeng Zhang,Yanli Tong,Yongsheng Zhong,Zuanguang Chen

In this study, a gradient reverse phase high performance liquid chromatography combined with a capacitively coupled contactless conductivity detection (RP-HPLC-C4D) method for simultaneous determination of phospholipid and fatty glyceride in liposome was developed. After saponification, the fatty glyceride and two types of phospholipids were transformed into octanoic acid, palmitic acid and erucic acid, respectively, which were then separated and detected by RP-HPLC-C4D. The results showed good linearity in the range of 20–1000 μg mL−1 for octanoic acid and erucic acid and 10–1000 μg mL−1 for palmitic acid. The LODs of octanoic acid and palmitic acid reached 2.5 μg mL−1, and 10 μg mL−1 for erucic acid. The average recoveries of octanoic acid, palmitic acid and erucic acid were 100.2%, 102.9% and 101.4% (n = 9), respectively. The developed method could be effectively applied in the quality control and stability monitoring of liposome.

研究领域: 分析化学 · 药剂学
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Current Research in Food Science · 2024 · IF 6.2

Comprehensive lipidomics study of basa catfish and sole fish using ultra-performance liquid chromatography Q-extractive orbitrap mass spectrometry for fish authenticity

Weibo Lu,Yunyan Li,Lijun Ge,Honghai Wang,Ting Liu,Qiaoling Zhao,Zhujun Mao,Jingjing Liang,Pingya Wang,Kang Chen,Jing Xue,Qing Shen

The authenticity of fish products has become a widespread issue in markets due to substitution and false labeling. Lipidomics combined with chemometrics enables the fraudulence identification of food through the analysis of a large amount of data. This study utilized ultra-high-performance liquid chromatography (UHPLC)-QE Orbitrap MS technology to comprehensively analyze the lipidomics of commercially available basa catfish and sole fish. In positive and negative ion modes, a total of 779 lipid molecules from 21 lipid subclasses were detected, with phospholipid molecules being the most abundant, followed by glycerides molecules. Significant differences in the lipidome fingerprinting between the two fish species were observed. A total of 165 lipid molecules were screened out as discriminative features to distinguish between basa catfish and sole fish, such as TAG(16:0/16:0/18:1), PC(14:0/22:3), and TAG(16:1/18:1/18:1), etc. This study could provide valuable insights into authenticating aquatic products through comprehensive lipidomics analysis, contributing to quality control and consumer protection in the food industry.

研究领域: 食品科学 · 分析化学 · 生物化学
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JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY · 2023 ·Vol. 100 ·期 9 ·733-741 · IF 2

Utilization of biodiesel and glycerol for the synthesis of epoxidized acyl glycerides and its application as a plasticizer

Zhenyu Wu,Jinjin Cai,Zhonghui Liu,Xiaojiang Liang,Shangzhi Yu,Yong Nie

In many regions, even if waste vegetable oil is used as raw material, the profits of biodiesel (fatty acid methyl ester, FAME) enterprises still remain restricted, and they are facing environmental problems caused by the by-product glycerol. Hence, value-added utilization of FAME and glycerol is a promising alternative to improve the competitiveness of biodiesel enterprises in the economy and environmental protection. In this paper, FAME and glycerol were utilized to prepare epoxidized acyl glycerides by transesterification and epoxidation. In the transesterification, acyl glycerides were prepared by reacting FAME and glycerol catalyzed by K 2 CO 3 . The contents of monoacyl glyceride, diacyl glyceride, and triacyl glyceride in the acyl glycerides were about 50%, 40%, and 10%, and the optimal conditions were a temperature of 200°C and the molar ratio of FAME to glycerol of 1:1. In the epoxidation, selectivity of epoxides was significantly affected by monoacyl glyceride content, and a treatment method was developed to control the monoacyl glyceride content <5%. In addition, the plasticity of epoxidized acyl glycerides to partially substitute dioctyl phthalate in polyvinyl chloride was studied, the overall mechanical properties, thermal stability, and extraction resistance were improved. In this work, FAME and glycerol were utilized to prepare epoxidized acyl glycerides with higher value-added, which provide a potential solution for improving the market competitiveness of biodiesel enterprises.

研究领域: 化学工程 · 环境科学 · 材料科学
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MATERIALS RESEARCH INNOVATIONS · 2014 · IF 0.473

Preparation and in vitro evaluation of polyurethane composite scaffolds based on glycerol esterified castor oil and hydroxyapatite

J. J. Du,Y. Zuo,Q. Zou,B. Sun,M. B. Zhou,L. M. Li,Y. Man,Y. B. Li

Sponge-like polyurethane (PU) and composite have recently attracted attention in biomedical field as scaffolds for bone repair or tissue engineering research. In this study, castor oil was transesterified with glycerol to increase its functional hydroxyl groups and improve the mechanical properties of the resulting composite scaffolds. The glyceride of castor oil (GCO) was used to copolymerise with isophorone diisocyanate to generate PU, meanwhile blending with hydroxyapatite (HA) powder to prepare porous HA/PU composite scaffolds. The HA/glyceride based PU (GCPU) scaffolds were compared with pristine castor oil (PCO) based PU scaffolds (PCPU) by investigating the physicochemical properties and cytocompatibility using Fourier transform infrared, X-ray diffraction, SEM, mechanical testing and methylthiazolyldiphenyl-tetrazolium bromide assay. The results showed that the number of hydroxyl groups of GCO was nearly twice as high as that of PCO, which enhanced efficiently the crosslinking density of PU matrix. The compressive strength of HA/GCPU scaffold with 40 wt-%HA was ∼4·6 MPa, much higher than that (0·058 MPa) of HA/PCPU scaffolds. The in vitro biological results demonstrated that both GCPU and HA/GCPU scaffolds exhibited desirable cytocompatibility. The novel synthetic route is highly effective for the preparation of HA/GCPU porous scaffolds, which have good prospect in the repair of bone defects or for bone tissue engineering.

研究领域: 生物材料学 · 组织工程学
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LWT-FOOD SCIENCE AND TECHNOLOGY · 2022 · IF 6.056

Inhibition effects of typical antioxidants on the formation of glycidyl esters in rice oil and chemical model during high temperature exposure

Xiaowen Wang,Weiwei Cheng,Xia Wang,Qi Wang,Ahmed A. Abd El-Maksoud,Mingfu Wang,Feng Chen,Ka-Wing Cheng

Glycidyl esters (GEs) are heat-induced processing contaminants in refined oil. This study aimed to investigate the inhibition effects of seven typical antioxidants including quercetin (QU), astaxanthin (AS), tert -butylhydroquinone (TBHQ), propyl gallate (PG), L-ascorbyl palmitate (AP), puerarin (PU), and α-tocopherol (VE) on the generation of GEs in rice oil (RO) and chemical model systems during high-temperature exposure. The results showed that all selected antioxidants (0.06%, m/m) significantly inhibited the generation of GEs in both RO and chemical model systems heated at 240 °C for 1.5 h. The inhibitory effects in RO were ranked as: PG > AS > AP > PU > TBHQ > QU > VE. PG, AS and AP with different multiple antioxidant mechanisms exhibited the significantly better GEs-inhibition effects in RO (43.20%, 30.82%, and 27.72%, respectively). Further study found that increasing doses of PG led to a dose-dependent decrease in the inhibition rate of GEs in RO. Amazingly, AS could promote the formation of GEs in RO heated at 270 °C. The GEs inhibition of PG and AS in RO exhibited a remarkable time-dependent effect. These results may widen the knowledge for the chemical inhibition of GEs by blocking reaction path, and also provide new perspective on GEs inhibition in refined oil by natural compounds.

研究领域: 食品科学 · 化学
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JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE · 2020 ·Vol. 101 ·期 9 ·3605-3612 · IF 2.614

The inhibitory effects of sesamol and sesamolin on the glycidyl esters formation during deodorization of vegetables oils

Lipeng Han,Jiahui Li,Shujie Wang,Weiwei Cheng,Lukai Ma,Guoqin Liu,Dongxue Han,Li Niu

BACKGROUND Glycidyl esters (GEs) have attracted worldwide attention for their potential harm to human health. The GEs in edible oils mainly form during the deodorization of the oil refining processes. We used sesamol and sesamolin to inhibit the formation of GEs in model corn oil (MCO), model palm oil (MPO) and model rice bran oil (MRO) during a deodorization process. RESULTS The results showed that, in the three model oils, the total GE content was in the following order from highest to lowest: MRO (1437.98 μg kg −1 ) > MPO (388.64 μg kg −1 ) > MCO (314.81 μg kg −1 ). The inhibitory effect of the three antioxidants on the formation of GEs in the MCO was in the following order from strongest to weakest: tert-butylhydroquinone (TBHQ) > sesamol > sesamolin. CONCLUSION When the mass percentage of sesamol was 0.05%, its inhibition percentage on GEs was close to the inhibition percentage of 0.02% added TBHQ. The present study provides a foundation for understanding how to inhibit the formation of GEs in oils by adding sesamol during the deodorization process.

研究领域: 食品科学 · 健康与医学
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Journal of Oleo Science · 2021 · IF 1.601

Effects of Solvents on the Glycerolysis Performance of the SBA-15 Supported Lipases

Wenyi Chen,Maomao Kou,Shaoyan Lin,Nanjing Zhong

In this study, Candida antarctica lipase B (CALB), Rhizomucor miehei lipase (RML) and Lecitase® Ultra (LU) were immobilized onto the mesoporous silica SBA-15. The glycerolysis performance of the obtained supported lipases (lipase@SBA-15) in solvent systems was carefully investigated. LU@SBA-15 exhibited good glycerolysis performance in solvent-free system, with diacylglycerols (DAG) content and triacylglycerols (TAG) conversion at 52.4 and 98.6% respectively obtained after 12 h reaction at 60°C. CALB@SBA-15 showed good glycerolysis activity in tert-pentanol and tert-butanol systems, with TAG conversion over 90% obtained. In addition, the present CALB@SBA-15 exhibited selectivity for monoacylglycerols (MAG) production, with glycerol to TAG molar ratio increased to 3:1, MAG content over 80% and TAG conversion over 99% could be obtained from both tert-pentanol and tert-butanol systems. However, RML@SBA-15 showed low glycerolysis activity neither in solvent nor in solvent-free systems. The present results favor the practical enzymatic design for MAG and DAG production.

研究领域: 生物化学 · 酶工程
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JOURNAL OF PROTEOME RESEARCH · 2025 · IF 3.6

Targeted Lipidomics and Transcriptomics Unveil Aberrant Lipid Metabolic Remodeling in Visceral and Subcutaneous Adipose Tissue under ER Stress

Ping He,Li Zhang,Peng Ma,Tianshu Xu,Zijing Wang,Li Li,Guanhua Du,Guifen Qiang,Cuiqing Liu

Endoplasmic reticulum (ER) stress is known to impair the function of visceral adipose tissue (VAT) and subcutaneous adipose tissue (SAT), disrupting lipid metabolism. Despite the crucial role lipid plays in regulating adipose tissue function, the specific lipidomic alterations in VAT and SAT under ER stress remain unclear. In this study, ER stress was induced in VAT and SAT, and targeted lipidomic and transcriptomic approaches were used to analyze lipid metabolism and gene expression profiles. The results revealed that VAT exhibited a stronger ER stress response, characterized by a significant increase in binding immunoglobulin protein (BiP) expression and notable lipidomic disruptions, especially in glycerides and sterols. These disruptions were marked by a decrease in protective polyunsaturated fatty acyl species and the accumulation of lipotoxic molecules. In contrast, SAT displayed less severe lipidomic alterations. Transcriptomic analysis indicated that VAT was more susceptible to immune activation, inflammation, and metabolic dysfunction, while SAT primarily showed alterations in protein folding processes. These findings underscore the tissue-specific mechanisms of ER stress adaptation in VAT and SAT. In conclusion, VAT appears to be a critical target for addressing metabolic dysfunction in obesity and related disorders, with potential therapeutic implications for managing ER stress-induced metabolic diseases.

研究领域: 生物化学 · 分子生物学 · 代谢研究
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2020 · IF 5.162

Immobilization of lipases onto the halogen & haloalkanes modified SBA-15: Enzymatic activity and glycerolysis performance study

Xin Wang,Lihong He,Jianrong Huang,Nanjing Zhong

In this study, SBA-15 was modified by halogen & haloalkanes and later used to immobilize lipases. The hydrolysis activity and the glycerolysis performance of the immobilized lipases was carefully studied. Highest activity of the immobilized Candida antarctica lipase B (CALB), Lipase from Aspergillus oryzae (AOL), Lecitase® Ultra (LU) and lipase from Rhizomucor miehei (RML) was respectively at 5577, 12000, 2822 and 11,577 U/g; in addition, the highest activity was obtained from the lowest or moderate lipase loading, at 25.73, 90.72, 89.52 and 30.56 mg/g respectively. The mechanism of lipase immobilization was studied and it was through interfacial activation. The halogen & haloalkanes modification of SBA-15 afforded considerable glycerolysis activity for diacylglycerols (DAG) preparation. CALB@SBA-15-CH 2 CH 2 (CF 2 ) 5 CF 3 and CALB@SBA-15-CH 2 CH 2 (CF 2 ) 7 CF 3 were suitable for DAG production, they both exhibited good reusability in glycerolysis reaction, with 117.36% and 93.06% of their initial glycerolysis activity retained respectively after ten cycles of reuse. The relationships between temperature with triacylglycerols (TAG) conversion were ln V 0  = 3.13–3.07/T and ln V 0  = 7.90–4.64/T respectively for CALB@SBA-15-CH 2 CH 2 (CF 2 ) 5 CF 3 and CALB@SBA-15-CH 2 CH 2 (CF 2 ) 7 CF 3 ; in addition, their activation energy ( Ea ) was respectively at 25.50 and 38.54 kJ/mol.

研究领域: 生物化学 · 酶工程 · 材料科学
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Journal of Oleo Science · 2024 · IF 1.6

Studies on the Enzymatic Synthesis and Antioxidant Properties of Phenolic Acid Glycerols

Hong Li,Yanyan Li,Xuezhi Yin,Ziyi Li,Xintian Qiao,Huiling Mu,Ruiling Shen,Tao Wei

The potentially wide application of Phenolic acids (PAs) in industries was severely limited by their inadequate solubility and stability in polar/non-polar media. To overcome these limits, studies on the enzymatic esterification of PAs with glycerol were carried out to reach a yield of 95% of phenolic acid glycerols (PAGs) under the following reaction conditions: 1:150 molar ratio of PAs to glycerol; 25% of Lipozyme 435 relative to the weight of total substrates; 80°C, 500 rpm, 86.7 kPa and 10 h. Three resulting PAGs including caffeoyl glycerol (CG), feruloyl glycerol (FG), and p-hydroxycinnamoyl glycerol (p-HCG) were confirmed by MS, 1H NMR and 13C NMR. Among them, CG showed a comparative free radical scavenging ability to CA, indicating its potential use as a water-soluble antioxidant alternative to CA for food and cosmetic applications.

研究领域: 食品科学 · 生物化学
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