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- Title
Tailoring D-Amino Acid Oxidase from the Pig Kidney to R-Stereoselective Amine Oxidase and its Use in the Deracemization of α-Methylbenzylamine.
- Authors
Yasukawa, Kazuyuki; Nakano, Shogo; Asano, Yasuhisa
- Abstract
The deracemization of racemic amines to yield enantioenriched amines using S-stereoselective amine oxidases (AOx) has recently been attracting attention. However, R-stereoselective AOx that are suitable for deracemization have not yet been identified. An R-stereoselective AOx was now evolved from porcine kidney D-amino acid oxidase (pkDAO) and subsequently use for the deracemization of racemic amines. The engineered pkDAO, which was obtained by directed evolution, displayed a markedly changed substrate specificity towards R amines. The mutant enzyme exhibited a high preference towards the substrate α-methylbenzylamine and was used to synthesize the S amine through deracemization. The findings of this study indicate that further investigations on the structure-activity relationship of AOx are warranted and also provide a new method for biotransformations in organic synthesis.
- Subjects
AMINO acids; STEREOSELECTIVE reactions; AMINE oxidase; DERACEMIZATION; RACEMIC mixtures
- Publication
Angewandte Chemie International Edition, 2014, Vol 53, Issue 17, p4428
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201308812