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

Journal Article (2019)
Author(s)

Jenő Gacs (Student TU Delft)

W. 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)

Research Group
BT/Biocatalysis
Copyright
© 2019 Jenő Gacs, W. Zhang, Tanja Knaus, Francesco G. Mutti, I.W.C.E. Arends, F. Hollmann
DOI related publication
https://doi.org/10.3390/catal9040305
More Info
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Publication Year
2019
Language
English
Copyright
© 2019 Jenő Gacs, W. Zhang, Tanja Knaus, Francesco G. Mutti, I.W.C.E. Arends, F. Hollmann
Research Group
BT/Biocatalysis
Issue number
4
Volume number
9
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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.