Stereo‐divergent enzyme cascades to convert racemic 4‐phenyl‐2‐butanol into either (S)‐ or (R)‐ corresponding chiral amine

Romero-Fernandez, Maria; Paradisi, Francesca (2022). Stereo‐divergent enzyme cascades to convert racemic 4‐phenyl‐2‐butanol into either (S)‐ or (R)‐ corresponding chiral amine. ChemBioChem, 23(8), e202200108. Wiley-VCH 10.1002/cbic.202200108

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The synthesis of enantiopure chiral amines from racemic alcohols is a key transformation in the chemical industry, e.g., in the production of active pharmaceutical ingredients (APIs). However, this reaction remains challenging. In this work, we propose a one-pot enzymatic cascade for the direct conversion of a racemic alcohol into either (S) - or (R) -enantiomers of the corresponding amine, with in-situ cofactor recycling. This enzymatic cascade consists of two enantio-complementary alcohol dehydrogenases, both NADH and NADPH oxidase for in-situ recycling of NAD(P) + cofactors, and either (S) - or (R) -enantioselective transaminase. This cell-free biocatalytic system has been successfully applied to the conversion of racemic 4-phenyl-2-butanol into the high value (S) - or (R) -enantiomers of the amine reaching good (73% (S) ) and excellent (>99% (R) ) enantioselectivities.

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