Journal
CHEMCATCHEM
Volume 10, Issue 4, Pages 731-735Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.201701366
Keywords
alcohols; amination; biocatalysis; enzyme immobilization; hydrogen borrowing
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Funding
- European Research Council (ERC) under the European Union's Horizon research and innovation programme [638271]
- NWO Sector Plan for Physics and Chemistry
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The amination of alcohols is an important transformation in chemistry. The redox-neutral (i.e., hydrogen-borrowing) asymmetric amination of alcohols is enabled by the combination of an alcohol dehydrogenase (ADH) with an amine dehydrogenase (AmDH). In this work, we enhanced the efficiency of hydrogen-borrowing biocatalytic amination by co-immobilizing both dehydrogenases on controlled porosity glass Fe-III ion-affinity beads. The recyclability of the dual-enzyme system was demonstrated (5 cycles) with total turnover numbers of >4000 and >1000 for ADH and AmDH, respectively. A set of (S)-configured alcohol substrates was aminated with up to 95% conversion and >99%ee (R). Preparative-scale amination of (S)-phenylpropan-2-ol resulted in 90% conversion and 80% yield of the product in 24h.
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