Asymmetric bioreduction of activated alkenes using cloned 12-oxophytodienoate reductase isoenzymes OPR-1 and OPR-3 from Lycopersicon esculentum (Tomato):: A striking change of stereoselectivity

被引：125

作者：

Hall, Melanie

Stueckler, Clemens

Kroutil, Wolfgang

Macheroux, Peter

Faber, Kurt

机构：

[1] Graz Univ, Dept Chem Organ & Bioorgan Chem, A-8010 Graz, Austria

[2] Graz Univ Technol, Inst Biochem, A-8010 Graz, Austria

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 21期

关键词：

asymmetric catalysis; carbonyl compounds; enzymes; oxidoreductases; reduction;

D O I：

10.1002/anie.200605168

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Tomato source: 12-Oxophytodienoate reductase isoenzymes OPR1 and OPR3 from tomato possess a broad substrate spectrum for the asymmetric bioreduction of α,β-unsaturated enals, enones, dicarboxylic acids, and N-substituted male-imides (see scheme). Stereocomplementary behavior of both isoenzymes was observed in the reduction of a nitroalkene that led to the formation of opposite stereoisomers in high enantiomeric excess. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3934 / 3937

页数：4

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