A Novel (R)-Imine Reductase from Paenibacillus lactis for Asymmetric Reduction of 3H-Indoles

被引：32

作者：

Li, Hao ^{[1
]}

Zhang, Guang-Xiang ^{[1
]}

Li, Liu-Mei ^{[1
]}

Ou, Yu-Shi ^{[1
]}

Wang, Ming-Yang ^{[1
]}

Li, Chun-Xiu ^{[1
]}

Zheng, Gao-Wei ^{[1
]}

Xu, Jian-He ^{[1
]}

机构：

[1] E China Univ Sci & Technol, Shanghai Collaborat Innovat Ctr Biomfg, State Key Lab Bioreactor Engn, 130 Meilong Rd, Shanghai 200237, Peoples R China

来源：

CHEMCATCHEM | 2016年 / 8卷 / 04期

基金：

中国国家自然科学基金;

关键词：

asymmetric reduction; biocatalysis; imine reductase; indoles; indolines; OPTICALLY-ACTIVE AMINES; IMINE REDUCTASE; ENANTIOSELECTIVE HYDROGENATION; SELECTIVE REDUCTION; (S)-IMINE REDUCTASE; CYCLIC IMINES; AMINATION; LIGANDS; PURIFICATION; BIOCATALYST;

D O I：

10.1002/cctc.201501170

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A novel (R)-imine reductase (PlRIR) from Paenibacillus lactis was heterologously overexpressed in Escherichia coli, purified and characterized. The purified PlRIR exhibited relatively high catalytic efficiency (k(cat)/K-m=1.58s(-1)mm(-1)) towards 2,3,3-trimethylindolenine. A panel of 3H-indoles and 3H-indole iodides were reduced by PlRIR to yield the corresponding products with good-to-excellent enantioselectivity (66-98% ee). In addition, PlRIR also possesses good activities toward other types of imines such as pyrroline, tetrahydropyridine, and dihydroisoquinoline, indicating a reasonably broad substrate acceptance. In a 100mg scale preparative reaction, 100mm 2,3,3-trimethylindolenine was converted efficiently to afford (R)-2,3,3-trimethylindoline with 96% ee and 81% yield.

引用

页码：724 / 727

页数：4

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