MECHANISM AND STEREOCHEMISTRY OF ALPHA,BETA-DIHYDROXYACID DEHYDRATASE

被引：22

作者：

PIRRUNG, MC ^{[1
]}

HOLMES, CP ^{[1
]}

HOROWITZ, DM ^{[1
]}

NUNN, DS ^{[1
]}

机构：

[1] STANFORD UNIV, DEPT CHEM, STANFORD, CA 94305 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1991年 / 113卷 / 03期

关键词：

D O I：

10.1021/ja00003a042

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A mechanistic model of spinach alpha-beta-dihydroxyacid dehydratase (EC 4.2.1.9) based on the processing of a number of synthetic substrate analogues has been developed. These analogues include dihydroxy acids with beta-substituents of various electronic and chemical properties and high-energy intermediate (carbocation) analogues. Their properties suggest the enzyme used a polar but concerted elimination mechanism which should proceed through an anti transition state. Study of the stereochemistry of the enzyme has shown insufficient discrimination between isomeric substrates or enol analogues to permit the proof of an anti mechanism.

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页码：1020 / 1025

页数：6

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