Remarkably different structures and reaction mechanisms of ketoreductases for the opposite stereochemical control in the biosynthesis of BIQ antibiotics

被引：18

作者：

Taguchi, T

Kunieda, K

Takeda-Shitaka, M

Takaya, D

Kawano, N

Kimberley, MR

Booker-Milburn, KI

Stephenson, GR

Umeyama, H

Ebizuka, Y

Ichinose, K

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

[2] Kitasato Univ, Sch Pharmaceut Sci, Minato Ku, Tokyo 1088641, Japan

[3] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

[4] Univ E Anglia, Sch Chem Sci & Pharm, Wolfson Mat & Catalysis Ctr, Norwich NR4 7TJ, Norfolk, England

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2004年 / 12卷 / 22期

基金：

英国生物技术与生命科学研究理事会; 日本学术振兴会;

关键词：

benzoisochromanequinone antibiotics stereospecific ketoreductase; biotransformation; site directed mutagenesis; homology modelling;

D O I：

10.1016/j.bmc.2004.08.026

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：

Two ketoreductases, RED1 and RED2, are involved in the biosynthesis of actinorhodin in Streptomyces coelicolor A3(2) and dihydrogranaticin in S. violaceoruher Tu22 respectively. They are responsible for the stereospecific reductions of the bicyclic intermediate to give (S)- or (R)-DNPA although there is no similarity between their amino acid sequences. Biotransformation using synthetic analogous substrates revealed that the substrate specificities are quite different. Homology modelling studies and site directed mutagenesis showed remarkable differences in three-dimensional structures and catalytic mechanisms between RED1 and RED2. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：5917 / 5927

页数：11

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