A photo-enzymatic cascade to transform racemic alcohols into enantiomerically pure amines
Jenő Gacs (Student TU Delft)
Wuyuan Zhang (TU Delft - BT/Biocatalysis)
Tanja Knaus (Universiteit van Amsterdam)
Francesco G. Mutti (Universiteit van Amsterdam)
Isabel W.C.E. Arends (TU Delft - BT/Biocatalysis)
Frank Hollmann (TU Delft - BT/Biocatalysis)
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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.
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