A photo-enzymatic cascade to transform racemic alcohols into enantiomerically pure amines

Jenő Gacs, Wuyuan Zhang, Tanja Knaus, Francesco G. Mutti, Isabel W.C.E. Arends, Frank Hollmann

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Abstract

The consecutive photooxidation and reductive amination of various alcohols in a cascade reaction were realized by the combination of a photocatalyst and several enzymes. Whereas the photocatalyst (sodium anthraquinone-2-sulfonate) mediated the light-driven, aerobic oxidation of primary and secondary alcohols, the enzymes (various ω-transaminases) catalyzed the enantio-specific reductive amination of the intermediate aldehydes and ketones. The system worked in a one-pot one-step fashion, whereas the productivity was significantly improved by switching to a one-pot two-step procedure. A wide range of aliphatic and aromatic compounds was transformed into the enantiomerically pure corresponding amines via the photo-enzymatic cascade.

Original languageEnglish
Number of pages11
JournalCatalysts
Volume9
Issue number4
DOIs
Publication statusPublished - 2019

Keywords

  • Alcohol
  • Cascade
  • Photooxidation
  • Reductive amination
  • ω-transaminase

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