Development of an engineered thermostable amine dehydrogenase for the synthesis of structurally diverse chiral amines,Catalysis Science & Technology

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Development of an engineered thermostable amine dehydrogenase for the synthesis of structurally diverse chiral amines
Catalysis Science & Technology ( IF 4.4 ) Pub Date : 2020-02-12 , DOI: 10.1039/d0cy00071j
Lei Liu _{1,

2,

3,

4,

5} , Dong-Hao Wang _{1,

2,

3,

4,

5} , Fei-Fei Chen _{1,

2,

3,

4,

5} , Zhi-Jun Zhang _{1,

2,

3,

4,

5} , Qi Chen _{1,

2,

3,

4,

5} , Jian-He Xu _{1,

2,

3,

4,

5} , Zhi-Long Wang _{5,

6,

7,

8,

9} , Gao-Wei Zheng _{1,

2,

3,

4,

5}

Affiliation

Amine dehydrogenases (AmDHs) are emerging as a class of attractive biocatalysts for synthesizing chiral amines via asymmetric reductive amination of ketones with inexpensive ammonia as an amino donor. However, the AmDHs developed to date exhibit limited substrate scope. Here, using directed evolution, we engineered a GkAmDH based on a thermostable phenylalanine dehydrogenase from Geobacillus kaustophilus. The newly developed AmDH is able to catalyze reductive amination of a diverse set of ketones and functionalized hydroxy ketones with ammonia or primary amines with up to >99% conversion, thus accessing structurally diverse chiral primary and secondary amines and chiral vicinal amino alcohols, with excellent enantioselectivity (up to >99% ee) and releasing water as the sole by-product.

中文翻译：

工程热稳定胺脱氢酶的开发，用于合成结构多样的手性胺

胺脱氢酶（AmDHs）逐渐成为一类有吸引力的生物催化剂，可通过廉价的氨作为氨基供体，通过酮的不对称还原胺化来合成手性胺。但是，迄今为止开发的AmDHs的底物范围有限。在这里，使用定向进化，我们基于来自嗜热芽孢杆菌的热稳定苯丙氨酸脱氢酶设计了一个Gk AmDH。。新开发的AmDH能够以高达99％的转化率催化氨或伯胺对多种酮和官能化羟基酮的还原胺化反应，从而获得结构多样的手性伯胺和仲胺以及手性邻位氨基醇，具有出色的对映选择性（高达> 99％ee）并释放水作为唯一的副产物。

更新日期：2020-02-12

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