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One-Pot Preparation of D-Amino Acids Through Biocatalytic Deracemization Using Alanine Dehydrogenase and ω-Transaminase.

Authors :
Han, Sang-Woo
Shin, Jong-Shik
Source :
Catalysis Letters. Dec2018, Vol. 148 Issue 12, p3678-3684. 7p.
Publication Year :
2018

Abstract

D-Amino acids are pharmaceutically important building blocks, leading to a great deal of research efforts to develop cost-effective synthetic methods. Preparation of D-amino acids by deracemization has been conceptually attractive owing to facile synthesis of racemic amino acids by Strecker synthesis. Here, we demonstrated biocatalytic deracemization of aliphatic amino acids into D-enantiomers by running cascade reactions; (1) stereoinversion of L-amino acid to a D-form by amino acid dehydrogenase and ω-transaminase and (2) regeneration of NAD+ by NADH oxidase. Under the cascade reaction conditions containing 100 mM isopropylamine and 1 mM NAD+, complete deracemization of 100 mM DL-alanine was achieved after 24 h with 95% reaction yield of D-alanine (> 99% eeD, 52% isolation yield).Graphical Abstract: [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
1011372X
Volume :
148
Issue :
12
Database :
Academic Search Index
Journal :
Catalysis Letters
Publication Type :
Academic Journal
Accession number :
132835148
Full Text :
https://doi.org/10.1007/s10562-018-2565-3