title: Demonstration of redox potential of Metschnikowia koreensis for stereoinversion of secondary alcohols/1,2-diols.
abstract: The present work reports the Metschnikowia koreensis-catalyzed one-pot deracemization of secondary alcohols/1,2-diols and their derivatives with in vivo cofactor regeneration. Reaction is stereoselective and proceeds with sequential oxidation of (R)-secondary alcohols to the corresponding ketones and the reduction of the ketones to (S)-secondary alcohols. Method is applicable to a repertoire of racemic aryl secondary alcohols and 1,2-diols establishing a wide range of substrate specificity of M. koreensis. This ecofriendly method afforded the product in high yield (88%) and excellent optical purity (>98% ee), minimizing the requirement of multistep reaction and expensive cofactor.
authors.affiliation: Department of Pharmaceutical Technology (Biotechnology), National Institute of Pharmaceutical Education and Research (NIPER), Sector 67, S. A. S. Nagar, Punjab 160 062, India.
authors.forename: Vachan Singh
authors.initials: VS
authors.lastname: Meena
authors.affiliation: Department of Pharmaceutical Technology (Biotechnology), National Institute of Pharmaceutical Education and Research (NIPER), Sector 67, S. A. S. Nagar, Punjab 160 062, India.
authors.forename: Linga
authors.initials: L
authors.lastname: Banoth
authors.affiliation: Department of Pharmaceutical Technology (Biotechnology), National Institute of Pharmaceutical Education and Research (NIPER), Sector 67, S. A. S. Nagar, Punjab 160 062, India.
authors.forename: U C
authors.initials: UC
authors.lastname: Banerjee
mesh_terms: D055162:Biocatalysis; D006018:Glycols / Q000737:chemistry* / Q000378:metabolism*; D055163:Metschnikowia / Q000166:cytology / Q000378:metabolism*; D010084:Oxidation-Reduction; D011409:Propylene Glycols / Q000737:chemistry / Q000378:metabolism; D013237:Stereoisomerism
chemical_list: D006018:Glycols; D011409:Propylene Glycols