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Sabrina Loschonsky, Simon Waltzer, Volker Brecht and Prof. Dr. Michael Müller Elucidation of the Enantioselective Cyclohexane-1,2-dione Hydrolase Catalyzed Formation of (S)-Acetoin ChemCatChem 6

Version of Record online: 28 JAN 2014 | DOI: 10.1002/cctc.201300904

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Differentiating hydrolases: Investigating thiamine diphosphate dependent cyclohexane-1,2-dione hydrolase (CDH) catalyzed homocoupling of 13C-labeled [1,2]-13C-pyruvate to (S)-[2,3]-13C-acetoin reveals a non-acetolactate pathway, which explains the high enantioselectivity of this reaction (up to 93 % ee). CDH also catalyzes the formation of (S)-acetoin by the cross-coupling of pyruvate and acetaldehyde and the homocoupling of acetaldehyde.

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