THIOETHYL-OCTANOATE, VINYL-OCTANOATE, ETHYL-OCTANOATE ESTERS AND OCTANOIC-ACID AS ACYL DONORS IN LIPASE-CATALYZED ACYL TRANSFER-REACTIONS

被引:21
作者
OHRNER, N [1 ]
MARTINELLE, M [1 ]
MATTSON, A [1 ]
NORIN, T [1 ]
HULT, K [1 ]
机构
[1] ROYAL INST TECHNOL,DEPT ORGAN CHEM,S-10044 STOCKHOLM 70,SWEDEN
来源
BIOCATALYSIS | 1994年 / 9卷 / 1-4期
关键词
OCTANOATE ESTERS; ACYL DONORS; LIPASE; ACYL TRANSFER REACTIONS; KINETIC RESOLUTION; CHIRAL ACYL ACCEPTORS; ENANTIOSELECTIVITY; EQUILIBRIUM DISPLACEMENT;
D O I
10.3109/10242429408992112
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
S-Ethyl thiooctanoate, vinyl octanoate, ethyl octanoate and octanoic acid were studied as acyl donors in a lipase catalysed acyl transfer reaction with 2-octanol as acyl acceptor. The reaction conditions had a pronounced effect on the equilibrium displacement and the apparent enantioselectivity. The thioethyl and vinyl esters proved to be efficient acyl donors under atmospheric pressure and 39-degrees-C, affording a high apparent enantiomeric ratio. Under these reaction conditions the apparent enantioselectivity seemed to be enhanced by water, which was present in the reaction system and caused the production of octanoic acid, by hydrolysis of the acyl enzyme.
引用
收藏
页码:105 / 114
页数:10
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