Determination of the regioselectivity during epoxide hydrolase oxirane ring opening: a new method from racemic epoxides

被引：9
|
作者：
Moussou, P [1 ]
Archelas, A [1 ]
Baratti, J [1 ]
Furstoss, R [1 ]
机构：
[1] Univ Mediterranee, Fac Sci Luminy, Grp Biocatalyse & Chim Fine, ERS CNRS 157, F-13288 Marseille 9, France
来源：
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC | 1998年 / 5卷 / 1-4期
关键词：
epoxide; diol; chiral; epoxide hydrolase; regioselectivity;
D O I：
10.1016/S1381-1177(98)00037-X
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：
We describe here a new method for the determination of the regioselectivity of the oxirane ring opening involved in the Epoxide Hydrolase (EH) catalysed hydrolysis of epoxides, simply by starting from the racemic epoxide as a substrate. This method also allows to simultaneously determine the E ratio according to Sih's equation, whose applicability in this context is discussed. This approach affords a complete characterization of the biocatalysed epoxide opening, where three different stereochemical behaviours may be distinguished. (C) 1998 Elsevier Science B.V. All rights reserved.
引用
收藏
页码：213 / 217
页数：5
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