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An Exceptionally DMSO‐Tolerant Alcohol Dehydrogenase for the Stereoselective Reduction of Ketones
Author(s) -
Lavandera Iván,
Kern Alexander,
Schaffenberger Martina,
Gross Johannes,
Glieder Anton,
de Wildeman Stefaan,
Kroutil Wolfgang
Publication year - 2008
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.200800032
Subject(s) - chemistry , alcohol dehydrogenase , aqueous solution , substrate (aquarium) , solvent , alcohol , stereoselectivity , ethanol , enzyme , sulfur , dehydrogenase , medicinal chemistry , stereochemistry , nuclear chemistry , organic chemistry , catalysis , oceanography , geology
A novel short‐chain alcohol dehydrogenase from Paracoccus pantotrophus DSM 11072, which is applicable for hydrogen transfer, has been identified, cloned, and overexpressed in E. coli. The enzyme stereoselectively reduces several ketones in a sustainable substrate‐coupled approach using 2‐propanol (5 % v/v) as hydrogen donor. The enzyme maintained its activity in organic co‐solvents in biphasic as well as monophasic systems and was even active in micro‐aqueous media (1 % v/v aqueous buffer). In general, a higher conversion was observed at higher log P values of the solvent, however, DMSO, which exhibits the lowest log P value of all solvents investigated, was not only tolerated but led to a higher conversion and relative activity (110–210 %). For example, the conversion after 24 h in 15 % v/v DMSO was double that for the reaction performed in buffer. This tolerance to DMSO may be attributed to the ability of the wild‐type strain to adapt and grow in media with high sulfur content.