Combined Imine Reductase and Amine Oxidase Catalyzed Deracemization of Nitrogen Heterocycles

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A novel amine oxidase (AO)/imine reductase (IRED) system was developed for the deracemization of racemic amines. By combining (R)-6-hydroxy-d-nicotine oxidase (6-HDNO) with an (R)-IRED, a panel of racemic 2-substituted piperidines and pyrrolidines were deracemized to yield the (S)-amines in high yields and enantiomeric excess values. Other N-heterocycles were deracemized with monoamine oxidase (MAO-N) or 6-HDNO in combination with ammonia borane, which allowed comparison of the two enzyme deracemization approaches with that involving a chemical reducing agent.

Bibliographical metadata

Original languageEnglish
Pages (from-to)117-120
Number of pages4
Issue number1
Early online date16 Oct 2015
Publication statusPublished - 7 Jan 2016