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lipase and photodecarboxylase coexpression: A potential strategy for alkane-based biodiesel production from natural triglycerides

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Chinese Journal of Chemical Engineering 2024年第3期67卷 238-246页

作者： Yong-Yi Zeng Xin-Yi Xu Jin-Xuan Xie Wen-Li Chen Lan Liu Xin-Jian Yin Bi-Shuang Chen School of Marine Sciences Sun Yat-Sen UniversityZhuhai 519080China Southern Marine Science and Engineering Guangdong Laboratory(Zhuhai) Zhuhai 519080China

Alkane-based biodiesel is considered the next generation of biodiesel owing to its potential environmental benefits and the fact that it exhibits much higher specific caloric values than traditional ***,the formidable obstacle impeding the commercialization of this cutting-edge fuel alternative lies in the cost associated with its *** this study,an engineered strain Escherichia coli(***)showcasing harmonized coexpression of a lipase(from Thermomyces lanuginosus lipase,TLL)and a fatty acid photodecarboxylase(from Chlorella variabilis,CvFAP)was first constructed to transform triglycerides into *** potential of *** BL21(DE3)/pRSFDuet-1-TLL-CvFAP for alkane synthesis was evaluated with tripalmitin as a model substrate under various process *** a comprehensive examination of the reaction parameters,the scope of the biotransformation was expanded to‘real’substrates(vegetable oils).The results showed that bioderived oils can be transformed into alkanes with high yields(0.80-10.20 mmol·L^(-1))under mild conditions(35℃,pH 8.0,and 36 h)and blue light *** selected processes were performed on an increased lab scale(up to 100 ml)with up to 24.77 mmol·L^(-1) tripalmitin,leading to a yield of 18.89 mmol·L^(-1) *** the employment of a method for efficiently producing alkanes under mild conditions and a simple procedure to isolate alkanes from the reaction system,the utilization of sustainable biomass as a fundamental feedstock emerges as the primary solution to lower the cost of alkane-based ***,this study proposes a readily implementable and highly effective approach for alkane-based biodiesel production.

关键词： Alkane-based biodiesel Renewable biomass Co-overexpression lipase Photodecarboxylase

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Kinetics of lipase Catalyzed Enantioselective Esterification of Racemic Ibuprofen in Isooctane

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Chinese Journal of Chemical Engineering 2000年第1期8卷 6-14页

作者：谢渝春刘会洲陈家镛 Chinese Acad Sci Inst Chem Met Young Scientist Lab Separat Sci & Engn Beijing 100080 Peoples R China

The kinetics of Candida rugosa lipase catalyzed esterification of racemic ibuprofen with n-butanol in isooctane was studied. The kinetic study was carried out with the addition of 0.1% and 2% (by volume) of water for enzyme activation respectively when celite was added into isooctane for enzyme dispersion. The specific initial rate for S-ibuprofen can be fitted with the Ping Pong Bi Bi mechanism with dead-end competitive inhibition by the alcohol. The time courses of the enantioselective esterification of the two ibuprofen enantiomers with different initial substrate concentrations and water contents were simulated with a model in which both effects of enzyme inactivation by long term reaction and reversed hydrolytic reaction under high water content were taken into consideration.

关键词： resolution kinetics lipase S-ibuprofen water content organic solvent dispersant

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Expression and characterization of a CALB-type lipase from Sporisorium reillianum SRZ2 and its potential in short-chain flavor ester synthesis

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Frontiers of Chemical Science and Engineering 2020年第5期14卷 868-879页

作者： Jiang-Wei Shen Xue Cai Bao-Juan Dou Feng-Yu Qi Xiao-Jian Zhang Zhi-Qiang Liu Yu-Guo Zheng The National and Local Joint Engineering Research Center for Biomanufacturing of Chiral Chermicals Zhejiang University of TechnologyHangzhou 310014China Key Laboratory of Bioorganic Synthesis of Zhejiang Province College of Biotechnology and Bioengineering.Zhejiang University of TechnologyHangzhou 310014China

A lipase from Sporisorium reilianum SRZ2(SRL)with 73%amino acid sequence identity to Candida antarctica lipase B(CALB)was cloned and overexpressed in Pichia *** recombinant SRL showed a preference for short-chain p-nitrophenyl *** achieved maximum activity at pH 8.0 and 65°C for p-nitrophenyl hexanoate(C6)with Km and kcar/Km values of 0.14 mmol·L-1 and 1712 min ***·L-1 at 30℃,*** displayed excellent thermostability and pH stability,retaining more than 79%of its initial activity after incubation at 60℃ for 72h and 75%atpH 3to 11 for 72 *** also maintained most of its activity in the presence of inhibitors and detergents except sodium dodecyl sulfate,and it tolerated organic *** was covalently immobilized and successfully used for ethyl hexanoate synthesis in cyclohexane or in a solvent-free system with a high conversion yield(>95%).Furthermore,high con-version yield was also achieved for the synthesis of various short-chain flavor esters when high substrate concentra-tions of2 *** were *** study indicated that ***-type lipase from *** SRZ2 showed great potential in organic ester synthesis.

关键词： lipase Sporisorium reiliamum biochemical characterization short-chain flavor ester solvent-free system

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Fabrication and characterization of epoxylated zwitterionic copolymergrafted silica nanoparticle as a new support for lipase immobilization

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Chinese Journal of Chemical Engineering 2020年第4期28卷 1129-1135页

作者： Ning Chen Chunyu Zhang Xiaoyan Dong Yan Sun Department of Biochemical Engineering and Key Laboratory of Systems Bioengineering(Ministry of Education) School of Chemical Engineering and TechnologyTianjin UniversityTianjin 300354China

Our previous work proved that the thermal stability of Candida rugosa lipase(CRL)immobilized on zwitterionic polymer(poly(carboxybetaine methacrylate))grafted silica nanoparticle(SNP)was much higher than that on poly(glycidyl methecrylate)(pGMA)grafted SNP,while the latter showed significantly increased *** by the research,we have herein proposed to synthesize copolymers of zwitterionic sulfobetaine methacrylate(SBMA)and GMA for CRL *** copolymers were grafted onto SNP surface at three GMA/SBMA(G/S)molar ratios(G100/S0,G50/S50,G10/S90),followed by the covalent coupling of CRL to the surface *** immobilized CRLs on the corresponding supports were denoted as p(G100-S0)-CRL,p(G50-S50)-CRL and p(G10-S90)-*** enzyme loading increased with the increase of GMA content in the copolymer,while the activity varied with the grafted copolymer *** study proved the improvement of enzyme-substrate affinity after *** comparison to p(G100-S0)-CRL,p(G50-S50)-CRL and p(G10-S90)-CRL presented remarkably enhanced thermal stability and pH tolerance,and p(G10-S90)-CRL showed the highest *** results suggest that the copolymer design is promising for development as a versatile platform for enzyme immobilization.

关键词： lipase Immobilization Zwitterionic copolymer Interfacial activation Stabilization

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Enzymatic reaction of ethanol and oleic acid by lipase and lignin peroxidase in rhamnolipid(RL) reversed micelles

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Journal of Central South University 2015年第8期22卷 2936-2944页

作者：包珊袁兴中彭馨曾光明武海鹏王侯刘欢马玉洁崔凯龙吴秀莲 College of Environmental Science and Engineering Hunan University Key Laboratory of Environmental Biology and Pollution Control of Ministry of Education (Hunan University)

An environment friendly bio-surfactant of rhamnolipid(RL) was used as a solvent. The enzymatic reaction of oleic acid catalyzed by lipase and lignin peroxidase(lip) was evaluated. The optimum conditions of enzymatic reaction catalyzed by lipase(lip) were water to amphiphile molar ratio of 30(20), RL of 60(60) critical micelle concentration(CMC), pH of 7.0(3.0) and temperature of 40(30) °C, respectively. The change of enzyme conformation indicates that, for catalytic of lipase, water content is the most important factor of the enzymatic reaction of oleic acid, and p H for lip. With individual optimum conditions, the enzymatic efficiency of oleic acid catalyzed by lipase is higher than that by lip. In the presence of ethanol, the enzymatic reaction of oleic acid catalyzed by lipase suits Ping-Pong Bi-Bi mechanism. As an alternative to chemical reversed micelles, the RL reversed micelles are promising methods to enzymatic reaction of oleic acid.

关键词： lipase lip enzymatic reaction rhamnolipid reversed micelles oleic acid

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lipase catalyzed synthesis of epoxy-fatty acids

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Chinese Journal of Chemistry 2000年第2期18卷 247-248页

作者：陈倩李祖义 Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032 China

lipase catalyzed synthesis of epoxy-fatty acids from unsaturated carboxylic acids was investigated. Under mild condition unsaturated carboxylic acids were converted to peroxycarboxylic acids by lipase with hydrogen pe... 详细信息

关键词： lipase unsaturated acids epoxidation peroxy acids

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Zwitterionic polymer-coated porous poly(vinyl acetate–divinyl benzene)microsphere: A new support for enhanced performance of immobilized lipase

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Chinese Journal of Chemical Engineering 2020年第1期28卷 242-248页

作者： Yifeng Li Chunyu Zhang Yan Sun Department of Biochemical Engineering and Key Laboratory of Systems Bioengineering(Ministry of Education) School of Chemical Engineering and TechnologyTianjin UniversityTianjin 300354China

Enzyme immobilization has attracted great attention for improving the performance of enzymes in industrial *** work was designed to create a new support for Candida rugosa lipase(CRL)immobilization.A porous poly(vinyl acetate–divinyl benzene)microsphere coated by a zwitterionic polymer,poly(maleic anhydride-alt-1-octadecene)and N,N-dimethylethylenediamine derivative,was developed for CRL immobilization via hydrophobic *** catalytic activity,reaction kinetics,stabilities and reusability of the immobilized CRL were *** demonstrated the success of the zwitterionic polymer coating and subsequent CRL immobilization on the porous *** immobilized lipase(p2-MS-CRL)reached27.6 mg·g^-1 dry carrier and displayed a specific activity 1.5 times higher than free *** increase of Vmax and decrease of Kmwere also observed,indicating the improvement of catalytic activity and enzyme-substrate affinity of the immobilized ***,p2-MS-CRL exhibited significantly enhanced thermal stability and pH *** improved performance was considered due to the interfacial activation regulated by the hydrophobic interaction and stabilization effect arisen by the zwitterionic polymer *** study has thus proved the advantages of the zwitterionic polymer-coated porous carrier for lipase immobilization and its potential for further development in various enzyme immobilizations.

关键词： Biocatalysis lipase immobilization Zwitterionic polymer Hydrophobic binding Interfacial activation Stabilization

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lipase-catalyzed hydrolysis of methyl-3-phenylglycidate

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Chinese Chemical Letters 2001年第4期12卷 305-306页

作者： Guo Jun ZHENG Jian Jun WANG Tian Rui REN Liu YANG Wan Ru SUN State Key Laboratory of Microbial Resources Institute of MicrobiologyCASBeijing100080 Laboratory of Chemistry Computer Institute of Chemical MetallurgyCASBeijing100080

The enzymatic resolution of racemic methyl 3-phenylgycidate was investigated. It was found that the hydrolysis rate of (2S, 3R)-enantiomer was faster than that of (2R. 3S)-enantiomer by a new lipase. At optimal condit... 详细信息

关键词： lipase methyl 3-phenylglycidate resolution chirality.

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Resolution of 2-Octanol via lipase-catalyzed Enantioselective Acetylation in Organic Solvents

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Chemical Research in Chinese Universities 2004年第5期20卷 575-578页

作者： WANGZhi LIZheng-qiang YuDa-hai WENGLiang LIUMing ZHANGGui-rong CAOShu-gui KeyLaboratoryforMolecularEnzymologyandEngineeringofEducationalMinistry JilinUniversityChangchun130023P.R.China LifeScienceandTechnologyInstituteofJilinUniversity Changchun130023P.R.China

The lipases from different sources were screened for their ability to catalyze the resolution of 2-octanol in organic solvents with vinyl acetate as the acylating reagent. The medium effect has been studied on the irreversible transesterification with varying water activity(a_w). The influence of vinyl acetate concentration on it has also been investigated. Under the optimal conditions, the enantiomeric ratio(E value) of pseudomonas fluorescence lipase(PFL) exceeded 200 with an enantiomeric excess(e.e.) of S-2-octanol above 99% at a 51% degree of conversion.

关键词： lipase Resolution Activity Enantioselectivity 2-Octanol

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Conjugation of a zwitterionic polymer with dimethyl chains to lipase significantly increases the enzyme activity and stability

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Chinese Journal of Chemical Engineering 2022年第7期35卷 48-53页

作者： Chunyu Zhang Yan Sun Xiaoyan Dong Department of Biochemical Engineering School of Chemical Engineering and Technology and Key Laboratory of Systems Bioengineering and Frontiers Science Center for Synthetic Biology(Ministry of Education)Tianjin UniversityTianjin 300350China College of Life Sciences Yantai UniversityYantai 264005China

Enzyme-polymer conjugates are complex molecules with great practical *** work was designed to develop a novel enzyme-polymer conjugate by covalently coupling a zwitterionic polymer with side dimethyl chains(pID)to Candida rugosa lipase(CRL)via the reaction between the anhydrides of polymer chains with the amino groups of the *** resulting two CRL-pID conjugates with different pID grafting densities were investigated in term of the catalytic activity,stability and structural *** comparison with native CRL,both the CRL conjugates displayed 2.2 times higher activity than the native enzyme,and showed an increase in the maximum reaction rate(V_(max))and a decrease in the Michaelis constant(K_(m)),thus resulting in about three-fold increases in the catalytic efficiency(k_(cat)/K_(m)).These are mainly attributed to the activation of lipase by the hydrophobic alky side ***,the thermostability and pH tolerance of the lipase conjugates were significantly enhanced due to the stabilizing effect of the zwitterion *** instance,a five-fold increase of the enzyme half-life at 50℃ for the high-pID conjugated CRL was *** studies reveal that the pID conjugation protected the enzyme in the changes in its microenvironment and conformation,well correlating with enhanced activity and stability of lipase *** findings indicate that enzyme conjugation to the zwitterionic polymer is promising for improving enzyme performance and deserves further development.

关键词： lipase Zwitterionic polymer Enzyme-polymer conjugate Stability Interfacial activation

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