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- Title
One-Pot Preparation of D-Amino Acids Through Biocatalytic Deracemization Using Alanine Dehydrogenase and ω-Transaminase.
- Authors
Han, Sang-Woo; Shin, Jong-Shik
- 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:
- Subjects
ORGANIC acids; ENANTIOSELECTIVE catalysis; DERACEMIZATION; OXIDASE regulation; X-ray diffraction
- Publication
Catalysis Letters, 2018, Vol 148, Issue 12, p3678
- ISSN
1011-372X
- Publication type
Article
- DOI
10.1007/s10562-018-2565-3