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Appl Microbiol Biotechnol

Title:		Asymmetric reduction of diketones by two Gluconobacter oxydans oxidoreductases
Author(s):		Schweiger P; Gross H; Zeiser J; Deppenmeier U;
Address:		"Department of Biology, Missouri State University, 901 South National Avenue, Springfield, MO 65897, USA. PSchweiger@MissouriState.edu"
Journal Title:		Appl Microbiol Biotechnol
Year:		2013
Volume:		20120918
Issue:		8
Page Number:		3475 - 3484
DOI:		10.1007/s00253-012-4395-3
ISSN/ISBN:		1432-0614 (Electronic) 0175-7598 (Linking)
Abstract:		"Two genes encoding recombinant cytosolic oxidoreductases from Gluconobacter oxydans, gox0313 and gox0646, were heterologously expressed in Escherichia coli and the resulting proteins were purified and characterized. GOX0313 was identified as a medium-chain alcohol dehydrogenase, whereas GOX0646 was classified as a ketocarbonyl reductase. GOX0313 had a broad substrate spectrum and oxidized various primary alcohols. However, GOX0313 had a preference for substrate reduction, reducing many aldehydes and alpha-diketones. In contrast, GOX0646 had a narrow substrate spectrum and reduced alpha-diketones, preferring short-chain ketocarbonyls. Both enzymes regio- and stereospecifically reduced alpha-diketones to the corresponding (S)-hydroxy ketone, as shown by NMR. These products are difficult to produce chemically, requiring complicated protecting group chemistry. Furthermore, hydroxy ketones find industrial application in the production of pheromones, fragrances, flavors, and pharmaceuticals. Hence, these enzymes are interesting biocatalysts for the production of enantiomerically pure building blocks that are difficult to prepare chemically"
Keywords:		"Alcohol Dehydrogenase/genetics/*metabolism Alcohol Oxidoreductases/genetics/*metabolism Amino Acid Sequence Biotransformation Cloning, Molecular Escherichia coli/genetics/metabolism Gene Expression Gluconobacter oxydans/*enzymology/genetics Ketones/*metab;"
Notes:		"MedlineSchweiger, Paul Gross, Harald Zeiser, Jessica Deppenmeier, Uwe eng Research Support, Non-U.S. Gov't Germany 2012/09/19 Appl Microbiol Biotechnol. 2013 Apr; 97(8):3475-84. doi: 10.1007/s00253-012-4395-3. Epub 2012 Sep 18"