Unveiling the Hidden Performance of Whole Cells in the Asymmetric Bioreduction of Aryl-containing Ketones in Aqueous Deep Eutectic Solvents

作者: Paola Vitale , Vincenzo Mirco Abbinante , Filippo Maria Perna , Antonio Salomone , Cosimo Cardellicchio

DOI: 10.1002/ADSC.201601064

关键词: ChemistrySolventEutectic systemSelectivityOrganic chemistryCholine chlorideAqueous solutionArylBiocatalysisEnantiomer

摘要: In this contribution, we report the first successful baker's yeast reduction of arylpropanones using deep eutectic solvents (DESs) as biodegradable and non-hazardous co-solvents. The nature DES [e.g. choline chloride/glycerol (2:1)] percentage water in mixture proved to be critical for both reversal selectivity achieve high enantioselectivity on going from pure (up 98:2 er favour S-enantiomer) DES/aqueous mixtures R-enantiomer). As a result, enantiomers valuable chiral alcohols pharmaceutical interest were prepared same biocatalyst by simply switching solvent. possible inhibition some (S)-oxidoreductases making part genome such wild-type whole cell when DESs are used co-solvents may pave way an anti-Prelog reduction. scope limitations kind biotransformations range aryl-containing ketones also discussed.

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