Enantioselective hydrolysis of butyl 2-ethylhexanoate by a strain of Nocardia corynebacteroides.

Author(s) Labeda, D.P.; Jackson, M.A.; Kuo, T.Min; Nakamura, L.K.
Journal Curr Microbiol
Date Published 2004 Aug
Abstract

The results of a screen for microbial esterases that have enantioselective activity for the hydrolysis of butyl 2-ethylhexanoate are described. The preliminary screen determined that a nocardioform bacterial strain, NRRL 21057, exhibited significant activity in preferentially hydrolyzing the S enantiomer of butyl 2-ethylhexanoate. Molecular systematics methods identified NRRL 21057 as a strain of Nocardia corynebacteroides. A survey of phylogenetically related species in the genera Gordonia, Rhodococcus, and Nocardia strains demonstrated that N. corynebacteroides NRRL 21057 is the most active strain known for the specific hydrolysis of the R-isomer of butyl 2-ethylhexanoate and that it provides the S-isomer of 2-ethylhexanoate in 86% enantiomeric excess within 22 h.

DOI 10.1007/s00284-004-4307-6
Keywords Caproates; DNA, Bacterial; DNA, Ribosomal; Genes, rRNA; Gordonia Bacterium; Hydrolysis; Molecular Sequence Data; Nocardia; Phylogeny; Rhodococcus; RNA, Ribosomal, 16S; Sequence Analysis, DNA; Stereoisomerism; Substrate Specificity
ISSN 0343-8651
Citation Labeda DP, Jackson MA, Kuo TM, Nakamura LK. Enantioselective hydrolysis of butyl 2-ethylhexanoate by a strain of Nocardia corynebacteroides. Curr Microbiol. 2004;49(2):133-5.

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