Lipase-catalyzed transesterification of ethyl formate to octyl formate

被引：11

作者：

Janssen, Leonie M. G. ^{[1
]}

van Oosten, Remco ^{[1
]}

Paul, Caroline E. ^{[1
]}

Arends, Isabel W. C. E. ^{[1
]}

Hollmann, Frank ^{[1
]}

机构：

[1] Delft Univ Technol, Dept Biotechnol, NL-2628 BL Delft, Netherlands

来源：

JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC | 2014年 / 105卷

关键词：

Lipase; Transesterification; NADH regeneration; Formate dehydrogenase; DEHYDROGENASE; ESTERS;

D O I：

10.1016/j.molcatb.2014.03.016

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The preparation of octyl formate via lipase-catalyzed transesterification of ethyl formate with 1-octanol is demonstrated. To shift the equilibrium of the reaction, ethyl formate was added in surplus but could be partially recovered for subsequent reactions. The same was true for the biocatalyst (Novo435), which could be reused at least 27 times. This method gives simple access to a hydrophobic formic acid ester, which can be used as a reactive organic phase in biocatalytic redox reactions. The enzymatically prepared octyl formate can be utilized by formate dehydrogenase to regenerate NADH from NAD(+). (C) 2014 Elsevier B.V. All rights reserved.

引用

页码：7 / 10

页数：4

共 12 条

[1] LIPASE CATALYSIS IN ORGANIC-SOLVENTS TRANS-ESTERIFICATION OF ORTHO-FORMYL ESTERS OF SECONDARY ALCOHOLS [J].

BEVINAKATTI, HS ;

NEWADKAR, RV .

BIOTECHNOLOGY LETTERS, 1989, 11 (11) :785-788

[2]

Bornscheuer UT, 2006, HYDROLASES IN ORGANIC SYNTHESIS: REGIO- AND STEREOSELECTIVE BIOTRANSFORMATIONS, 2ND EDITION, P1

[3] Hydrophobic Formic Acid Esters for Cofactor Regeneration in Aqueous/Organic Two-Liquid Phase Systems [J].

Churakova, Ekaterina ;

Tomaszewski, Bartlomiej ;

Buehler, Katja ;

Schmid, Andreas ;

Arends, Isabel ;

Hollmann, Frank .

TOPICS IN CATALYSIS, 2014, 57 (05) :385-391

[4]

Drauz K., 2012, Enzyme Catalysis in Organic Synthesis: A Comprehensive Handbook

[5]

Faber K., 2011, BIOTRANSFORMATIONS O

[6] Formate dehydrogenase - a biocatalyst with novel applications in organic chemistry [J].

Froehlich, Peter ;

Albert, Kristin ;

Bertau, Martin .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (22) :7941-7950

[7] Controlled release of volatiles under mild reaction conditions: From nature to everyday products [J].

Herrmann, Andreas .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (31) :5836-5863

[8] On the inactivity of Candida antartica lipase B towards strong acids [J].

Hollmann, F. ;

Grzebyk, P. ;

Heinrichs, V. ;

Doderer, K. ;

Thum, O. .

JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2009, 57 (1-4) :257-261

[9]

Ni Y., 2014, CHEMCATCHEM IN PRESS

[10] E factors, green chemistry and catalysis: an odyssey [J].

Sheldon, Roger A. .

CHEMICAL COMMUNICATIONS, 2008, (29) :3352-3365

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