Roiban, Gheorghe-DoruReetz, Manfred T.Agudo Torres, RubénUniversidad San Pablo-CEU. Departamento de Ciencias Farmacéuticas y de la SaludGrupo: Parasitología e Inmunología molecular con aplicación biotecnológica, diagnóstica y terapéutica (PARINM)2024-04-102024-04-102013-02-06Agudo, Rubén; Roiban, Gheorghe-Doru; Reetz, Manfred T. (2016). Induced Axial Chirality in Biocatalytic Asymmetric Ketone Reduction. ACS Publications. Collection. https://doi.org/10.1021/ja30925171520-5126http://hdl.handle.net/10637/15721Catalytic asymmetric reduction of prochiral ketones of type 4-alkylidene cyclohexanone with formation of the corresponding axially chiral R-configurated alcohols (up to 99% ee) was achieved using alcohol dehydrogenases, whereas chiral transition-metal catalysts fail. Reversal of enantioselectivity proved to be possible by directed evolution based on saturation mutagenesis (up to 98% ee (S)). Utilization of ketone with a vinyl bromide moiety allows respective R- and S-alcohols to be exploited as key compounds in Pd-catalyzed cascade reactions.application/pdfenopen accessGeneticsKetonesPeptides and proteinsRedox reactionsStereoselectivityInduced axial chirality in biocatalytic asymmetric ketone reductionArtículo10.1021/ja3092517https://creativecommons.org/licenses/by-nc-nd/4.0/deed.es