An enantioselective artificial metallo-hydratase

被引：67

作者：

Bos, Jeffrey ^{[1
]}

Garcia-Herraiz, Ana ^{[1
]}

Roelfes, Gerard ^{[1
]}

机构：

[1] Univ Groningen, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands

来源：

CHEMICAL SCIENCE | 2013年 / 4卷 / 09期

关键词：

ENOYL-COA HYDRATASE; DIELS-ALDER REACTIONS; ALLYLIC SUBSTITUTION; BIOTIN-AVIDIN; CATALYSIS; WATER; SITE; STEREOCHEMISTRY; COMPLEXES; MECHANISM;

D O I：

10.1039/c3sc51449h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Direct addition of water to alkenes to generate important chiral alcohols as key motif in a variety of natural products still remains a challenge in organic chemistry. Here, we report the first enantioselective artificial metallo-hydratase, based on the transcription factor LmrR, which catalyses the conjugate addition of water to generate chiral beta-hydroxy ketones with enantioselectivities up to 84% ee. A mutagenesis study revealed that an aspartic acid and a phenylalanine located in the active site play a key role in achieving efficient catalysis and high enantioselectivities.

引用

页码：3578 / 3582

页数：5

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