Journal
TETRAHEDRON
Volume 65, Issue 36, Pages 7752-7755Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.06.051
Keywords
Biocatalytic racemization; alpha-Hydroxycarboxylic acids; Stereo-complementary; alpha-hydroxyisocaproate dehydrogenases; Lactobacillus spp.
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Funding
- FFG
- City of Graz
- province of Styria and the FWF (Vienna)
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Biocatalytic racemization of aliphatic, (aryl)aliphatic and aromatic alpha-hydroxycarboxylic acids was achieved via a reversible oxidation-reduction sequence using a pair of stereo-complementary Prelog- and anti-Prelog D- and L-alpha-hydroxyisocaproate dehydrogenases from Lactobacillus confusus DSM 20196 and Lactobacillus paracasei DSM 20008, resp., overexpressed in Escherichia coli. The mild reaction conditions ensured essential 'clean' isomerization, undesired 'over-oxidation' of the substrate forming the alpha-ketoacid could be suppressed by exclusion of O-2 and adjustment of the NAD(+)/NADH-ratio. (C) 2009 Elsevier Ltd. All rights reserved.
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