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Stereoselective Prostereogenic 3‐Oxo Ester Reduction Mediated by a Novel Yeast Alcohol Dehydrogenase Derived from Kluyveromyces marxianus CBS 6556
Author(s) -
Perrone Maria Grazia,
Santandrea Ernesto,
Scilimati Antonio,
Syldatk Christoph
Publication year - 2007
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200600379
Subject(s) - chemistry , kluyveromyces marxianus , stereoselectivity , kluyveromyces , yeast , alcohol dehydrogenase , stereocenter , alcohol , hydride , stereochemistry , enantioselective synthesis , chromatography , organic chemistry , biochemistry , saccharomyces cerevisiae , catalysis , hydrogen
A yeast alcohol dehydrogenase (ADH) has been purified up to a purification factor value of 21,731‐fold from Kluyveromyces marxianus CBS 6556. The purification procedure consisted of two chromatographic steps (DEAE‐anion exchange and affinity chromatography). The optimal pH was 7, its optimal temperature was 40 °C and its co‐factor was NADPH. This novel ADH efficiently mediated the reduction of 3‐oxo esters with a high degree of stereoselectivity, providing chiral alcohols having the ( S ) absolute configuration at the newly formed stereogenic centre by delivering the hydride from the re ‐face of the prochiral carbonyl compounds.