REGIOSELECTIVITY IN ENZYMATIC HYDRATION OF CIS-1,2-DISUBSTITUTED [EPOXIDES-O-18

被引：41

作者：

HANZLIK, RP

HEIDEMAN, S

SMITH, D

机构：

[1] Department of Medicinal Chemistry University of Kansas, Lawrence

来源：

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS | 1978年 / 82卷 / 01期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

D O I：

10.1016/0006-291X(78)90610-1

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 hydration of cis-β-methylstyrene oxide, cis-2,3-octene oxide, and their 18O-enriched forms by epoxide hydrase of rat liver microsomes has been investigated. Both cis epoxides underwent quantitative enzymatic hydration yielding exclusively the corresponding threo diols, indicating that complete stereochemical inversion at a single oxirane carbon had occurred. Mass spectral analysis of diols formed enzymatically from the 18O enriched epoxides indicated they were formed with great regioselectivity, 89% and 85% of the 18O being located at the benzylic carbon of the styrene diol and at C-3 of the octane diol, respectively. © 1978.

引用

页码：310 / 315

页数：6

共 11 条

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