Deracemization of Secondary Alcohols by using a Single Alcohol Dehydrogenase

Ibrahim Karume, Masateru Takahashi, Samir Hamdan, Musa M. Musa

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

Abstract

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. We developed a single-enzyme-mediated two-step approach for deracemization of secondary alcohols. A single mutant of Thermoanaerobacter ethanolicus secondary alcohol dehydrogenase enables the nonstereoselective oxidation of racemic alcohols to ketones, followed by a stereoselective reduction process. Varying the amounts of acetone and 2-propanol cosubstrates controls the stereoselectivities of the consecutive oxidation and reduction reactions, respectively. We used one enzyme to accomplish the deracemization of secondary alcohols with up to >99% ee and >99.5% recovery in one pot and without the need to isolate the prochiral ketone intermediate.
Original languageEnglish (US)
Pages (from-to)1459-1463
Number of pages5
JournalChemCatChem
Volume8
Issue number8
DOIs
StatePublished - Mar 1 2016

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