GSTP1-1 stereospecifically catalyzes glutathione conjugation of ethacrynic acid

被引：16

作者：

van Iersel, MLPS

van Lipzig, MMH

Rietjens, IMCM

Vervoort, J

van Bladeren, PJ

机构：

[1] Wageningen Univ Agr, Dept Food Technol & Nutr Sci, Toxicol Grp, NL-6700 EA Wageningen, Netherlands

[2] Wageningen Univ Agr, Dept Biomol Sci, Biochem Lab, NL-6700 EA Wageningen, Netherlands

[3] TNO, Nutr & Food Res Inst, NL-3700 AJ Zeist, Netherlands

来源：

FEBS LETTERS | 1998年 / 441卷 / 01期

关键词：

stereoselectivity; glutathione S-transferase; ethacrynic acid;

D O I：

10.1016/S0014-5793(98)01546-4

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：

Using H-1 NMR two diastereoisomers of the ethacrynic acid glutathione conjugate (EASG) as well as ethacrynic acid (EA) could be distinguished and quantified individually. Chemically prepared EASG consists of equal amounts of both diastereoisomers. GSTP1-1 stereospecifically catalyzes formation of one of the diastereoisomers (A). The GSTP1-1 mutant C47S and GSTA1-1 preferentially form the same diastereo-isomer of EASG as GSTP1-1. Glutathione conjugation of EA by GSTA1-2 and GSTA2-2 is not stereoselective. When human melanoma cells, expressing GSTP1-1, were exposed to ethacrynic acid, diastereoisomer A was the principal conjugate formed, indicating that even at physiological pH the enzyme catalyzed reaction dominates over the chemical conjugation. (C) 1998 Federation of European Biochemical Societies.

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收藏

页码：153 / 157

页数：5

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