Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 17, Pages 4428-4431Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201308812
Keywords
amine oxidases; biocatalysis; chiral amines; directed evolution; oxidation
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Funding
- Asano Active Enzyme Molecule Project, ERATO, JST
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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 Ramines. The mutant enzyme exhibited a high preference towards the substrate -methylbenzylamine and was used to synthesize the Samine 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.
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