Deracemization of Racemic Amines to Enantiopure ( R )‐ and ( S )‐amines by Biocatalytic Cascade Employing ω‐Transaminase and Amine Dehydrogenase

ChemCatChem ◽  
2019 ◽  
Vol 11 (7) ◽  
pp. 1898-1902 ◽  
Author(s):  
Sanghan Yoon ◽  
Mahesh D. Patil ◽  
Sharad Sarak ◽  
Hyunwoo Jeon ◽  
Geon‐Hee Kim ◽  
...  
Keyword(s):  
Amine Dehydrogenase ◽  
Racemic Amines

scholarly journals The Kinetic Resolution of Racemic Amines Using a Whole-Cell Biocatalyst Co-Expressing Amine Dehydrogenase and NADH Oxidase

Catalysts ◽  
2017 ◽  
Vol 7 (9) ◽  
pp. 251 ◽  
Author(s):  
Hyunwoo Jeon ◽  
Sanghan Yoon ◽  
Md Ahsan ◽  
Sihyong Sung ◽  
Geon-Hee Kim ◽  
...  
Keyword(s):  
Kinetic Resolution ◽  
Nadh Oxidase ◽  
Whole Cell ◽  
Whole Cell Biocatalyst ◽  
Amine Dehydrogenase ◽  
Racemic Amines

scholarly journals Kinetic Resolution of Racemic Amines to Enantiopure (S)-amines by a Biocatalytic Cascade Employing Amine Dehydrogenase and Alanine Dehydrogenase

Catalysts ◽  
2019 ◽  
Vol 9 (7) ◽  
pp. 600 ◽  
Author(s):  
Mahesh D. Patil ◽  
Sanghan Yoon ◽  
Hyunwoo Jeon ◽  
Taresh P. Khobragade ◽  
Sharad Sarak ◽  
...  
Keyword(s):  
Kinetic Resolution ◽  
Product Inhibition ◽  
Oxidative Deamination ◽  
Whole Cells ◽  
Alanine Dehydrogenase ◽  
Enzyme Cascade ◽  
Wide Range ◽  
Enzymatic Systems ◽  
Amine Dehydrogenase ◽  
Racemic Amines

Amine dehydrogenases (AmDHs) efficiently catalyze the NAD(P)H-dependent asymmetric reductive amination of prochiral carbonyl substrates with high enantioselectivity. AmDH-catalyzed oxidative deamination can also be used for the kinetic resolution of racemic amines to obtain enantiopure amines. In the present study, kinetic resolution was carried out using a coupled-enzyme cascade consisting of AmDH and alanine dehydrogenase (AlaDH). AlaDH efficiently catalyzed the conversion of pyruvate to alanine, thus recycling the nicotinamide cofactors and driving the reaction forward. The ee values obtained for the kinetic resolution of 25 and 50 mM rac-α-methylbenzylamine using the purified enzymatic systems were only 54 and 43%, respectively. The use of whole-cells apparently reduced the substrate/product inhibition, and the use of only 30 and 40 mgDCW/mL of whole-cells co-expressing AmDH and AlaDH efficiently resolved 100 mM of rac-2-aminoheptane and rac-α-methylbenzylamine into the corresponding enantiopure (S)-amines. Furthermore, the applicability of the reaction protocol demonstrated herein was also successfully tested for the efficient kinetic resolution of wide range of racemic amines.

Continuous production of a chiral amine in a packed bed reactor with co-immobilized amine dehydrogenase and formate dehydrogenase

2021 ◽  
Vol 407 ◽  
pp. 127065
Author(s):  
Robert D. Franklin ◽  
Joshua A. Whitley ◽  
Adam A. Caparco ◽  
Bettina R. Bommarius ◽  
Julie A. Champion ◽  
...  
Keyword(s):  
Formate Dehydrogenase ◽  
Continuous Production ◽  
Packed Bed ◽  
Packed Bed Reactor ◽  
Chiral Amine ◽  
Amine Dehydrogenase

Characterization of Quinohemoprotein Amine Dehydrogenase from Pseudomonas putida.

1998 ◽  
Vol 62 (3) ◽  
pp. 469-478 ◽  
Author(s):  
Osao ADACHI ◽  
Tatsuro KUBOTA ◽  
Ayse HACISALIHOGLU ◽  
Hirohide TOYAMA ◽  
Emiko SHINAGAWA ◽  
...  
Keyword(s):  
Pseudomonas Putida ◽  
Amine Dehydrogenase

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

Enzymatic resolution of racemic amines in a continuous reactor in organic solvents

1992 ◽  
Vol 40 (7) ◽  
pp. 760-767 ◽  
Author(s):  
Arie L. Gutman ◽  
Elazar Meyer ◽  
Evgeny Kalerin ◽  
Felix Polyak ◽  
Jeffrey Sterling
Keyword(s):  
Organic Solvents ◽  
Continuous Reactor ◽  
Enzymatic Resolution ◽  
Racemic Amines

Substrate profiling of cyclohexylamine oxidase and its mutants reveals new biocatalytic potential in deracemization of racemic amines

2013 ◽  
Vol 98 (4) ◽  
pp. 1681-1689 ◽  
Author(s):  
Guangyue Li ◽  
Jie Ren ◽  
Hiroaki Iwaki ◽  
Dalong Zhang ◽  
Yoshie Hasegawa ◽  
...  
Keyword(s):  
Racemic Amines
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