Development of an engineered thermostable amine dehydrogenase for the synthesis of structurally diverse chiral amines

2020 ◽  
Vol 10 (8) ◽  
pp. 2353-2358 ◽  
Author(s):  
Lei Liu ◽  
Dong-Hao Wang ◽  
Fei-Fei Chen ◽  
Zhi-Jun Zhang ◽  
Qi Chen ◽  
...  
Keyword(s):  
Amino Alcohols ◽  
Chiral Amines ◽  
Amine Dehydrogenase

Structurally diverse chiral amines and amino alcohols were synthesized using an engineered thermostable amine dehydrogenase, demonstrating its extensive synthesis potential.

A Chemoenzymatic Cascade Combining a Hydration Catalyst with an Amine Dehydrogenase: Synthesis of Chiral Amines

2021 ◽  
Author(s):  
Guohua Liu ◽  
Fengwei Chang ◽  
Chengyi Wang ◽  
Qipeng Chen ◽  
Yongjin Zhang
Keyword(s):  
Chiral Amines ◽  
Amine Dehydrogenase

scholarly journals Synthesis of chiral amines via a bi‐enzymatic cascade using an ene‐reductase and amine dehydrogenase

ChemCatChem ◽  
2021 ◽  
Author(s):  
Ewald Piet Jürgen Jongkind ◽  
Aurélie Fossey ◽  
Ombeline Mayol ◽  
Anne Zaparucha ◽  
Carine Vergne-Vaxelaire ◽  
...  
Keyword(s):  
Chiral Amines ◽  
Amine Dehydrogenase

scholarly journals Biosynthesis of Chiral Amino Alcohols via an Engineered Amine Dehydrogenase in E. coli

2022 ◽  
Vol 9 ◽  
Author(s):  
Feifei Tong ◽  
Zongmin Qin ◽  
Hongyue Wang ◽  
Yingying Jiang ◽  
Junkuan Li ◽  
...  
Keyword(s):  
Reductive Amination ◽  
Asymmetric Reduction ◽  
Amino Alcohols ◽  
Saturation Mutagenesis ◽  
Preparative Scale ◽  
One Step ◽  
Amine Dehydrogenase ◽  
The One ◽  
Total Turnover ◽  
Chiral Amino Alcohols

Chiral amino alcohols are prevalent synthons in pharmaceuticals and synthetic bioactive compounds. The efficient synthesis of chiral amino alcohols using ammonia as the sole amino donor under mild conditions is highly desired and challenging in organic chemistry and biotechnology. Our previous work explored a panel of engineered amine dehydrogenases (AmDHs) derived from amino acid dehydrogenase (AADH), enabling the one-step synthesis of chiral amino alcohols via the asymmetric reductive amination of α-hydroxy ketones. Although the AmDH-directed asymmetric reduction is in a high stereoselective manner, the activity is yet fully excavated. Herein, an engineered AmDH derived from a leucine dehydrogenase from Sporosarcina psychrophila (SpAmDH) was recruited as the starting enzyme, and the combinatorial active-site saturation test/iterative saturation mutagenesis (CAST/ISM) strategy was applied to improve the activity. After three rounds of mutagenesis in an iterative fashion, the best variant wh84 was obtained and proved to be effective in the asymmetric reductive amination of 1-hydroxy-2-butanone with 4-fold improvements in kcat/Km and total turnover number (TTN) values compared to those of the starting enzyme, while maintaining high enantioselectivity (ee >99%) and thermostability (T5015 >53°C). In preparative-scale reaction, the conversion of 100 and 200 mM 1-hydroxy-2-butanone catalyzed by wh84 was up to 91–99%. Insights into the source of an enhanced activity were gained by the computational analysis. Our work expands the catalytic repertoire and toolbox of AmDHs.

Quantitative chirality sensing of amines and amino alcohols via Schiff base formation with a stereodynamic UV/CD probe

2016 ◽  
Vol 14 (6) ◽  
pp. 1934-1939 ◽  
Author(s):  
Zeus A. De los Santos ◽  
Ransheng Ding ◽  
Christian Wolf
Keyword(s):  
Schiff Base ◽  
Amino Alcohols ◽  
Chiral Amines ◽  
Schiff Base Formation ◽  
Base Formation

A readily available probe is used for quantitative sensing of the concentration and ee of chiral amines and amino alcohols.

In situ approach for testing the enantiopurity of chiral amines and amino alcohols by1H NMR

2014 ◽  
Vol 12 (3) ◽  
pp. 495-502 ◽  
Author(s):  
Sandeep Kumar Mishra ◽  
Sachin R. Chaudhari ◽  
N. Suryaprakash
Keyword(s):  
Amino Alcohols ◽  
Chiral Amines

Development of an Amine Dehydrogenase for Synthesis of Chiral Amines

2012 ◽  
Vol 51 (16) ◽  
pp. 3969-3972 ◽  
Author(s):  
Michael J. Abrahamson ◽  
Eduardo Vázquez-Figueroa ◽  
Nicholas B. Woodall ◽  
Jeffrey C. Moore ◽  
Andreas S. Bommarius
Keyword(s):  
Chiral Amines ◽  
Amine Dehydrogenase
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