E-POLYMERS
·
2020
·Vol. 20
·期 1
·214-225
·
IF 1.675
Wan-Xia Wu
A novel full bio-based ketone-containing aliphatic polyester was prepared by enzyme-catalyzed polycondensation of diethyl γ-ketopimelate (DEK) with 1,6-hexanediol (HDO) using immobilized lipase B from Candida antarctica (CALB). The influences of polymerization conditions such as temperature, time, enzyme amount, and solvent amount on the molecular weight of poly(hexamethylene γ-ketopimelate) (PHK) were investigated. New fully bio-based poly(hexamethylene γ-ketopimelate- co -hexamethylene adipate) (poly(HK- co -HA)) copolymers with narrow polydispersity and well-defined composition were synthesized by copolymerization of DEK, HDO, and diethyl adipate. The structures of PHK and poly(HK- co -HA) copolymers were characterized by nuclear magnetic resonance, and their thermal characterization was examined by thermogravimetric analysis and differential scanning calorimetry. The degradation of PHK and poly(HK- co -HA) copolymers was studied. The post-polymerization modification of these polyketoesters via oxime click chemistry was further demonstrated. Graphical
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高影响因子
FOOD CHEMISTRY
·
2024
·
IF 8.5
Xiaoxiao Liu,Kai Li,Luona Ye,Xinghong Cao,Pengbo Wang,Xiaoman Xie,Min Yang,Li Xu,Yunjun Yan,Jinyong Yan
We propose a co-immobilized chemo-enzyme cascade system to mitigate random intermediate diffusion from the mixture of individual immobilized catalysts and achieve a one-pot reaction of multi-enzyme and reductant. Catalyzed by lipase and lipoxygenase, unsaturated lipid hydroperoxides (HPOs) were synthesized. 13( S )-hydroperoxy-9Z, 11E-octadecadienoic acid (13-HPODE), one compound of HPOs, was subsequently reduced to 13( S )-hydroxy-9Z, 11E-octadecadienoic acid (13-HODE) by cysteine. Upon the optimized conditions, 75.28 mg of 13-HPODE and 4.01 mg of 13-HODE were produced from per milliliter of oil. The co-immobilized catalysts exhibited improved yield compared to the mixture of individually immobilized catalysts. Moreover, it demonstrated satisfactory durability and recyclability, maintaining a relative HPOs yield of 78.5% after 5 cycles. This work has achieved the co-immobilization of lipase, lipoxygenase and the reductant cysteine for the first time, successfully applying it to the conversion of soybean oil into 13-HODE. It offers a technological platform for transforming various oils into high-value products.
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高影响因子
PHYTOCHEMICAL ANALYSIS
·
2024
·
IF 3
Yangfei Wei,Tao Chen,Hai Song,Shuo Wang,Cheng Shen,Xiaojun Wang,Yulin Li,Junke Wang
Introduction Screening of novel pancreatic lipase inhibitors from complex natural products is a meaningful task. Objectives Through accurately screening and separating pancreatic lipase inhibitors from Clematis tangutica ( C. tangutica ), to discover new leading compounds for slimming and accelerate the development and utilization of Tibetan medicine resources. Methods An integrated strategy that combines affinity ultrafiltration and high-performance liquid chromatography-quadrupole time-of-flight mass spectrometry (AU-HPLC-QTOFMS), targeted separation, in vitro validation, and molecular docking was developed to screen pancreatic lipase inhibitors from C. tangutica . The AU-HPLC-QTOFMS technique was performed to fish for the potential active substances. Macroporous resin, preparative liquid chromatography, and high-speed countercurrent chromatography were implemented for the accurate and targeted separation of active compounds. The inhibitory activities of target compounds to pancreatic lipase were detected by the inhibition experiments in vitro. The binding affinities and binding sites were analyzed using molecular docking. Results A total of eleven kinds of pancreatic lipase inhibitory substances were screened from C. tangutica . Seven triterpenoid saponins were screened for the first time as lipase inhibitors and successfully prepared with purities higher than 97%. Tanguticoside B, clematangoticoside J, hederoside H 1 , and rutin showed stronger inhibitory effects with IC 50 values of 1.539 ± 0.048, 1.661 ± 0.092, 1.793 ± 0.069, and 1.792 ± 0.094 mmol/l. Moreover, they have the lowest ΔG values of −10.84, −9.97, −10.87, and −9.39 kcal/mol to pancreatic lipase. Conclusion The integrated strategy using AU-HPLC-QTOFMS, targeted separation, in vitro validation, and molecular docking was feasible for rapidly screening and directionally isolating pancreatic lipase inhibitors from C. tangutica .
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高影响因子
CHEMICAL ENGINEERING JOURNAL
·
2025
·
IF 13.2
Qian Wang,Xinyuan Zheng,Meiling Ge,Rong Chen,Fangpei Ma,Jianming Pan,Fu Yang
Maintaining the long-term stability of flexible polymer-immobilized lipase remains a significant challenge in enzyme catalysis. The deformation of the polymer during the process often damages the lipase, severely limiting its practical application. In this work, we in situ constructed rigid Zeolitic Imidazolate Framework-8 (ZIF-8) in porous hydrophobic polymer PVIm as “rigid and flexible” composite PVIm/ZIF-8 through a self-assemble strategy. The implanted rigid ZIF-8 improves the network stability of the hydrophobic polymer PVIm. Additionally, it acts as a co-factor, leveraging defective Zn sites to immobilize lipase through bonding with its amino acid moieties. This approach represents a typical two-birds-with-one-stone strategy. The optimal biocatalyst CalA@PVIm/ZIF-8(0.3) affords the highest yield of biodiesel of 82 % with a TON of 136.6 g (biodiesel) /g (CalA) from waste cooking oil under 30 °C and 24 h. Compared to CalA@PVIm/ZIF-8(0.3), the TON of free CalA is only 25 % of that value. Compared to the ZIF-8-free CalA@PVIm, CalA@PVIm/ZIF-8(0.3) exhibits near 1.2 folds enhancement of performance, further unveiling the co-factor role of ZIF-8 in the reaction. More importantly, this incorporation of ZIF-8 makes the resulted CalA@PVIm/ZIF-8(0.3) afford at least 44 days operation period and retains 83 % original activity after 16 running recycles, superior to almost all the reported immobilized lipase researches, far outperforming that (24.1 % activity after 16 cycles) of CalA@PVIm. The wide flexibility in various biodiesel synthesis can be further demonstrated, affording the practical application value of developed catalyst.
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BMC Complementary and Alternative Medicine
·
2018
·Vol. 18
·期 1
·1-10
·
IF 2.109
Ge Mei,Guo Rui,Lou Hai-xia,Zhang Wen
Background Cordyceps sinensis has been used for centuries in China as one of the most valued herbal medicine and tonic food. Paecilomyces hepiali, a fungal strain isolated from natural C. sinensis, has been used widely as a substitute of C. sinensis in medicine and health food. P. hepiali has been reported to have various pharmaceutical benefits, including triglyceride-lowing activity. However, its effects on triglyceride metabolism in adipocytes remain unknown. The purpose of the present study was to evaluate the effect of P. hepiali mycelia on adipocyte lipolysis and to clarify the underlying mechanisms.Methods The fully differentiated 3T3-L1 adipocytes were treated with methanol extract of Paecilomyces hepiali mycelia (PHME). Contents of glycerol released into the culture medium and intracellular triglyceride were measured as indices of lipolysis using glycerol assay kit and Oil red O staining, respectively. Then, effects of PHME on the main lipases or kinases involved in lipolysis regulation were investigated. Protein expression of adipose triglyceride lipase (ATGL) and perilipin, as well as phosphorylation of hormone-sensitive lipase (HSL), AMP-activated protein kinase (AMPK), and mitogen-activated protein kinases (MAPKs) were determined by western blotting. Moreover, nucleosides, important constituents of PHME, were analyzed using high performance liquid chromatography (HPLC).Results Treatment with PHME led to a significant increase in glycerol release thereby reduced intracellular triglyceride accumulation in fully differentiated adipocytes. PHME upregulated protein kinase (PK) A-mediated phosphorylation of HSL at serine residues of 563 and 660. Meanwhile, PHME treatment also upregulated phosphorylation of extracellular signal-regulated kinase (ERK), and downregulated the protein level of perilipin. Pretreatment with the PKA inhibitor, H89, blunted the PHME-induced lipolysis and the phosphorylation of HSL (Ser 563 and 660). Moreover, pretreatment with ERK inhibitor, PD98059, weakened the PHME-caused glycerol release and downregulation of perilipin expression. HPLC analysis indicated there were adenosine, cordycepin, uridine and vernine in PHME.Conclusion sOur results showed that PHME significantly induced lipolysis in 3T3-L1 adipocytes, which is mainly mediated by activation of HSL through PKA pathway and by downregulation of perilipin through activation of ERK pathway.
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高影响因子
FOOD CHEMISTRY
·
2021
·
IF 7.514
Junxin Zhao,Maomao Ma,Xianghui Yan,Guohua Zhang,Jiaheng Xia,Guibing Zeng,Wenran Tian,Xianliang Bao,Zheling Zeng,Ping Yu,Deming Gong
A novel lipase from Bacillus licheniformis NCU CS-5 was expressed in different Escherichia coli cells. The recombinant enzyme achieved a high activity (161.74 U/mL) with protein concentration of 0.27 mg/mL under optimal conditions at the large-scale expression of 12 h. The recombinant lipase showed optimal activity at 40 ℃ and pH 10.0, and maintained more than 80% relative activity after 96 h of incubation at pH 9.0–10.0. This typical alkaline lipase was activated under medium temperature conditions (30 and 45 ℃ for 96 h). The lipase exhibited a degree of adaptability in various organic solvents and metal ions, and showed high specificity towards triglycerides with short and medium chain fatty acids. Among different substrates, the lipase showed the strongest binding affinity towards p NPP ( K m = 0.674 mM, V max = 950.196 μM/min). In the experiments of its application in enhancing fatty acids flavor release for low-fat cheeses, the lipase was found to hydrolyze cheeses and mainly increase the contents of butyric acid, hexanoic acid, caprylic acid and decanoic acid. The results from NMR and GC provided the possibility of enhancing fatty acids flavor released from low-fat cheeses by the lipolysis method.
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高影响因子
JOURNAL OF CHROMATOGRAPHY A
·
2025
·
IF 4
Qianyu Wu,Yu Zhang,Ce Sun,Jun Dang
In this study, we developed an online HPLC-lipoprotein lipase system capable of directly recognizing chromatographic peaks corresponding to lipoprotein lipase affinity agents from Nitraria tangutorum . Notably, using the HPLC-lipoprotein lipase system, six lipoprotein lipase affinity agents were successfully recognized and isolated with purities > 95 %, including one phenylpropanoid, one apigenin, and four quercetin derivatives. In vitro enzymatic assays and molecular docking studies demonstrated that these glycosylated compounds bind effectively to the active site of lipoprotein lipase, with binding energies ranging from -7.2 to -8.8 kcal/mol. The compounds also showed notable affinity, with median inhibitory concentration values between 56.2 μM and 202.3 μM and half-maximal effective concentration values ranging from 106.8 μM to 311.0 μM. These results suggest that quercetin glycosides in Nitraria tangutorum contribute significantly to the regulation of lipoprotein lipase activity. Importantly, the established online HPLC-lipoprotein lipase recognition system demonstrated broad application prospects, particularly by providing a rapid and high-precision method for discovering lipoprotein lipase affinity agents in chemically complex natural products.
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高影响因子
MOLECULES
·
2013
·Vol. 18
·期 4
·3733-3744
·
IF 2.428
Yu Cao,Yang Zhang,Xiaoning Wang,Bo Yang,Yonghua Wang
Structured lipids (SLCTs triacylglycerols with short- and long-chain acyl residues) were synthesized by interesterification of triacetin and fatty acid methyl esters (FAMEs) from camellia oil, followed by molecular distillation for purification. Different commercial immobilized lipases (Lipozyme RM IM and Novozyme 435), the substrate molar ratios of FAMEs to triacetin, the reaction temperatures and the lipase amounts were studied for their efficiency in producing SLCTs. Results showed that Novozyme 435 was more suitable for this reaction system. Moreover, the optimal reaction conditions for the highest conversion of FAMEs and the highest LLS-TAGs (triacylglycerols with one short- and two long-chain acyl residues) yields were achieved at a molar ratio of FAMEs to triacetin of 3:1, 50 °C of reaction temperature and a lipase amount of 4% (w/v). Scale-up was conducted based on the optimized reaction conditions. Results showed that after 24 h of reaction , the conversion rate of FAMEs was 82.4% and the rate of disubstituted triacetin was 52.4 mol%. The final product yield rate was 94.6%. The effects of the synthesized SLCTs on the plasma lipid level of fasting mice were also studied. The SLCTs could effectively lessen the total triacylglycerol levels in plasma compared to the triacylglycerol group in fasting NIH mice. It suggested that this type of structured lipid might be beneficial for human health, especially for the prevention of obesity.Keywords:structured lipids;lipase;fasting test;interesterification;triacylglycerol
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Bioresources and Bioprocessing
·
2024
·Vol. 11
·期 1
·1-14
·
IF 4.3
Chen Ming,She Weina,Zhao Xin,Chen Cheng,Zhu Benwei,Sun Yun,Yao Zhong
The Thermomyces lanuginosus lipase (TLLs) was successfully immobilized within a novel hydrogel matrix through a two-step crosslinking method. TLLs were initially crosslinked through the Schiff base reaction by oxidized carboxymethyl cellulose (OCMC). The water-soluble OCMC@TLLs complex was subsequently crosslinked by carboxymethyl chitosan (CMCSH) in a microfluidic apparatus to form the CMCHS/OCMC@TLLs microspheres. The CD (Circular Dichroism, CD) and FT-IR (Fourier Transform infrared spectroscopy, FT-IR) spectra demonstrated that the crosslinking of TLLs with OCMC resulted in a less significant impact on their structure compared to that with glutaraldehyde. CMCHS/OCMC@TLLs showed decreased catalytic performance due to the mass transfer resistance, while its thermal stability was greatly improved. The CMCHS/OCMC@TLLs were used to catalyze the lauroylation of arbutin in tetrahydrofuran. After 12 h of reaction under optimal conditions, the yield of 6′-O-lauryl arbutin reached an impressive 92.12%. The prepared 6′-O-lauryl arbutin has high lipophilicity and exhibits similar tyrosinase inhibitory activity and higher antioxidant activity compared to its parent compound.
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
·
2018
·
IF 3.909
Ying Chen,Ling-Zhi Cheong,Jiahe Zhao,Worawan Panpipat,Zhipan Wang,Ye Li,Chenyang Lu,Jun Zhou,Xiurong Su
Present study employed molecular modeling method to elucidate the binding affinity of lipases with fatty acids of different chain lengths; and investigated the effects of lipases positional and fatty acids specificity on omega-3 polyunsaturated fatty acids (ω-3 PUFAs) enrichment in cod liver and linseed oils. Among the lipases studied, molecular modeling showed the active sites of Candida rugosa lipase (CRL) had a low C-Docker interactive energy for saturated (SFA) and monounsaturated (MUFA) fatty acids which predicted CRL to have highest preferences to selectively hydrolyze resulting in efficient enrichment of ω-3 PUFAs. Verification experiments showed the SFA and MUFA in the acylglycerol fraction includes monoacylglcyerols (MAG), diacyglycerols (DAG), and triacylglycerols (TAG) of CRL-hydrolyzed cod liver oil decreased from the initial 25.21 to 16.88% and 45.25 to 32.17%, respectively. In addition, CRL-hydrolyzed cod liver oil demonstrated 88.36% of ω-3 PUFAs enrichment. The regio-distribution of fatty acids in CRL-hydrolyzed cod liver oil were not significantly different than that of cod liver oil indicating the ω-3 PUFAs enrichment was due to fatty acids selectivity and not positional selectivity of CRL.
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高影响因子
FOOD RESEARCH INTERNATIONAL
·
2025
·
IF 8
Duan Zhou,Mouming Zhao,Xiaorong Zhong,Ning Liu,Xuefeng Chen,Daoming Li
1,3-diacylglycerol (DAG) is a natural lipid and known as functional oil. Here, we evaluated the potential of different natural deep eutectic solvents (NADESs) in synthesis of 1,3-DAG through Candida antarctica lipase B (CALB)-catalyzed esterification. Interestingly, we found that the 1,3-DAG content could be increased by 19.21 %, 13.10 %, and 8.74 % in three choline chloride (ChCl)-based NADESs, respectively, compared with that in solvent-free system. Confirmatory experiments demonstrated that NADESs could inhibit the acyl transfer of 1,3-DAG through modulating the water activity of the reaction system. Meanwhile, circular dichroism spectra and fluorescence spectroscopy results indicated that NADESs could not change the secondary structure of CALB, but could affect the tertiary conformation of CALB. Furthermore, molecular dynamics studies showed that the NADESs could induce a more compact tertiary conformation of CALB and enhance the sn -1,3 positional selectivity of CALB. Overall, the NADESs could induce a higher 1,3-DAG yield through inhibiting the acyl transfer of 1,3-DAG and enhancing the sn -1,3 positional selectivity of CALB. This study provides theoretical support for enzymatic production of structural lipids in NADESs.
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高影响因子
JOURNAL OF FOOD BIOCHEMISTRY
·
2018
·Vol. 42
·期 5
·e12607
·
IF 1.552
Zaizhi Liu,Mengxia Wei,Guoqiang Cui,Xinyu Yang,Huiyan Gu,Lei Yang
Double experimental designs, Plackett–Burman design coupled with Box–Behnken design, were used to optimize the simultaneous extraction process of arabinogalactan and taxifolin from Larix gmelinii by ultrasonic microwave synergistic extraction (UMSE) method. The optimal extraction conditions were determined with the extraction yields of 223.40 ± 7.82 mg/g for larch arabinogalactan and 125.02 ± 5.30 mg/g for taxifolin. Compared to conventional methods, UMSE method showed the merits of higher extraction efficiency, saving time, and energy. The molar ratio of galactose to arabinose is found to be 6:1 through the monosaccharide composition analysis of larch arabinogalactan. The obtained taxifolin structure was identified by mass spectrometry, Fourier transform infrared spectroscopy, and nuclear magnetic resonance. Interestingly, larch arabinogalactan and taxifolin showed completely opposite influences on α-amylase, α-glycosidase, and pancreatic lipase; it was inferred that larch arabinogalactan could act as an inhibitor while taxifolin as an accelerator. Practical applications In this study, response surface methodology of Plackett–Burman design and Box–Behnken design performed well to obtain the optimal conditions and satisfactory extraction yields for the extraction of arabinogalactan and taxifolin from Larix gmelinii by ultrasonic microwave synergistic extraction method, which could be a good paradigm for the efficient isolation of bioactive substances from plant matrix in the field of separation science. Meanwhile, the results from the evaluation of the effects of two target compounds on activities of α-amylase, α-glycosidase, and pancreatic lipase in vitro revealed that larch arabinogalactan and taxifolin enjoyed the completely opposite influences on the three digestive enzymes, namely larch arabinogalactan could act as an inhibitor while taxifolin an accelerator. These results will facilitate the application of larch arabinogalactan and taxifolin in the food and pharmaceutical industries.
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危险品化学品经营许可证（带存储）