Citation: Qing-Hua Li, Yuan Dong, Fei-Fei Chen, Lei Liu, Chun-Xiu Li, Jian-He Xu, Gao-Wei Zheng. Reductive amination of ketones with ammonium catalyzed by a newly identified Brevibacterium epidermidis strain for the synthesis of (S)-chiral amines[J]. Chinese Journal of Catalysis, ;2018, 39(10): 1625-1632. doi: 10.1016/S1872-2067(18)63108-0 shu

Reductive amination of ketones with ammonium catalyzed by a newly identified Brevibacterium epidermidis strain for the synthesis of (S)-chiral amines

a State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, China;
b Department of Pharmacy, 302 Hospital of People's Liberation Army, Beijing 100039, China

Received Date: 30 April 2018
Revised Date: 24 May 2018

Fund Project: This work was supported by the National Natural Science Foundation of China (21472045, 21536004), and the National Defense Scientific and Technological Innovation Special Zone (17-163-12-ZT-003-055-01).

The asymmetric reductive amination of achiral ketones with ammonia is a particularly attractive reaction for the synthesis of chiral amines. Although several engineered amine dehydrogenases have been developed by protein engineering for the asymmetric reductive amination of ketones, they all display (R)-stereoselectivity. To date, there is no report of an (S)-stereoselective biocatalyst for this reaction. Herein, a microorganism named Brevibacterium epidermidis ECU1015 that catalyzes the (S)-selective reductive amination of ketones with ammonium has been successfully isolated from soil. Using B. epidermidis ECU1015 as the catalyst, the asymmetric reductive amination of a set of phenylacetone derivatives was successfully carried out, yielding the corresponding (S)-chiral amines with moderate conversion and >99% enantiomeric excess.
- Biocatalysis,
- Reductive amination,
- Asymmetric synthesis,
- Prochiral ketones,
- Chiral amine
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