Whole-Cell Biocatalysts for Stereoselective C-H Amination Reactions

被引：99

作者：

Both, Peter ^{[1
]}

Busch, Hanna ^{[1
]}

Kelly, Paul P. ^{[1
]}

Mutti, Francesco G. ^{[1
]}

Turner, Nicholas J. ^{[1
]}

Flitsch, Sabine L. ^{[1
]}

机构：

[1] Univ Manchester, Sch Chem, Manchester Inst Biotechnol, 131 Princess St, Manchester M1 7DN, Lancs, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 04期

关键词：

aminations; biocatalysis; chiral amines; enzyme cascades; whole-cell biotransformation; ALCOHOL-DEHYDROGENASE; DOUBLE OXIDATION; E.-COLI; BIOTRANSFORMATION; CONVERSION;

D O I：

10.1002/anie.201510028

中图分类号：

O6 [化学];

学科分类号：

070301 [无机化学];

摘要：

Enantiomerically pure chiral amines are ubiquitous chemical building blocks in bioactive pharmaceutical products and their synthesis from simple starting materials is of great interest. One of the most attractive strategies is the stereoselective installation of a chiral amine through C-H amination, which is a challenging chemical transformation. Herein we report the application of a multienzyme cascade, generated in a single bacterial whole-cell system, which is able to catalyze stereoselective benzylic aminations with ee values of 97.5%. The cascade uses four heterologously expressed recombinant enzymes with cofactors provided by the host cell and isopropyl amine added as the amine donor. The cascade presents the first example of the successful de novo design of a single whole-cell biocatalyst for formal stereoselective C-H amination.

引用

页码：1511 / 1513

页数：3

共 31 条

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Cloning, sequence analysis, and heterologous expression of the gene encoding a (S)-specific alcohol dehydrogenase from Rhodococcus erythropolis DSM 43297 [J].