Microbiological transformations--XXIX. Enantioselective hydrolysis of epoxides using microorganisms: a mechanistic study.
The regio- and stereochemistry of the hydrolysis of styrene oxide 1 by two fungi: Aspergillus niger and Beauveria sulfurescens, were studied using H2(18)O labelling experiments. Also, the kinetic parameters of these hydrolyses were determined. We conclude that the epoxide hydrolases of these two fungi operate via different mechanisms.
Pedragosa-Moreau
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Groupe de Chimie Organique et Bioorganique, URA CNRS 1320 Faculté des Sciences de Luminy, Marseille, France.
Archelas
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Furstoss
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D001234:Aspergillus niger / Q000201:enzymology*; D001711:Biotransformation; D004851:Epoxide Hydrolases / Q000378:metabolism*; D004852:Epoxy Compounds / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D006868:Hydrolysis; D007700:Kinetics; D003904:Mitosporic Fungi / Q000201:enzymology*; D015394:Molecular Structure; D010103:Oxygen Isotopes; D013237:Stereoisomerism; D013379:Substrate Specificity
D004852:Epoxy Compounds; D010103:Oxygen Isotopes; C013690:styrene oxide; D004851:Epoxide Hydrolases