Multistep Enzymatic Synthesis of Long-Chain α,ω-Dicarboxylic and ω-Hydroxycarboxylic Acids from Renewable Fatty Acids and Plant Oils

被引:185
作者
Song, Ji-Won [1 ]
Jeon, Eun-Yeong [1 ]
Song, Da-Hyun [1 ]
Jang, Hyun-Young [1 ]
Bornscheuer, Uwe T. [2 ]
Oh, Deok-Kun [3 ]
Park, Jin-Byung [1 ]
机构
[1] Ewha Womans Univ, Dept Food Sci & Engn, Seoul 120750, South Korea
[2] Ernst Moritz Arndt Univ Greifswald, Dept Biotechnol & Enzyme Catalysis, Inst Biochem, D-17487 Greifswald, Germany
[3] Konkuk Univ, Dept Biosci & Biotechnol, Seoul 143701, South Korea
关键词
biotransformations; carboxylic acids; enzyme catalysis; fatty acids; oxygenation; RECOMBINANT ESCHERICHIA-COLI; BAEYER-VILLIGER MONOOXYGENASE; STENOTROPHOMONAS-MALTOPHILIA; PSEUDOMONAS-FLUORESCENS; 10-HYDROXYSTEARIC ACID; OLEATE HYDRATASE; OLEIC-ACID; REGIOSELECTIVITY; EXPRESSION; CHEMISTRY;
D O I
10.1002/anie.201209187
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A multistep enzyme catalysis was successfully implemented to produce long-chain α,ω-dicarboxylic and ω-hydroxycarboxylic acids from renewable fatty acids and plant oils. Sebacic acid as well as ω-hydroxynonanoic acid and ω-hydroxytridec-11-enoic acid were produced from oleic and ricinoleic acid. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:2534 / 2537
页数:4
相关论文
共 29 条
[1]  
Biermann U., 2011, ANGEW CHEM, V123, P3938
[2]   Oils and Fats as Renewable Raw Materials in Chemistry [J].
Biermann, Ursula ;
Bornscheuer, Uwe ;
Meier, Michael A. R. ;
Metzger, Juergen O. ;
Schaefer, Hans J. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (17) :3854-3871
[3]   Engineering the third wave of biocatalysis [J].
Bornscheuer, U. T. ;
Huisman, G. W. ;
Kazlauskas, R. J. ;
Lutz, S. ;
Moore, J. C. ;
Robins, K. .
NATURE, 2012, 485 (7397) :185-194
[4]   NADH availability limits asymmetric biocatalytic epoxidation in a growing recombinant Escherichia coli strain [J].
Buehler, Bruno ;
Park, Jin-Byung ;
Blank, Lars M. ;
Schmid, Andreas .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 2008, 74 (05) :1436-1446
[5]   Identification and characterization of the CYP52 family of Candida tropicalis ATCC 20336, important for the conversion of fatty acids and Alkanes to α,ω-dicarboxylic acids [J].
Craft, DL ;
Madduri, KM ;
Eshoo, M ;
Wilson, CR .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 2003, 69 (10) :5983-5991
[6]   Regulation of fatty acid metabolism in bacteria [J].
Fujita, Yasutaro ;
Matsuoka, Hiroshi ;
Hirooka, Kazutake .
MOLECULAR MICROBIOLOGY, 2007, 66 (04) :829-839
[7]   Oxidative Biotransformation of Fatty Acids by Cytochromes P450: Predicted Key Structural Elements Orchestrating Substrate Specificity, Regioselectivity and Catalytic Efficiency [J].
Hlavica, Peter ;
Lehnerer, Michael .
CURRENT DRUG METABOLISM, 2010, 11 (01) :85-104
[8]   Biotechnology for fats and oils: new oxygenated fatty acids [J].
Hou, Ching T. .
NEW BIOTECHNOLOGY, 2009, 26 (1-2) :2-10
[9]  
Huang JK, 2004, FASEB J, V18, pC15
[10]   Bioprocess engineering to produce 10-hydroxystearic acid from oleic acid by recombinant Escherichia coli expressing the oleate hydratase gene of Stenotrophomonas maltophilia [J].
Jeon, Eun-Yeong ;
Lee, Jung-Hoo ;
Yang, Kyung-Mi ;
Joo, Young-Chul ;
Oh, Deok-Kun ;
Park, Jin-Byung .
PROCESS BIOCHEMISTRY, 2012, 47 (06) :941-947