Soluble epoxide hydrolase (sEH) was shown to catalyze hydrolysis of epoxides using the ionic liquids (ILs) [bmim][PF(6)], [bmim][N(Tf)(2)], and [bmim][BF(4)] (where bmim = 1-butyl-3-methylimidazolium, PF(6) = hexafluorophosphate, N(Tf)(2) = bis(trifluoromethylsulfonyl)imide, and BF(4) = tetrafluoroborate) as reaction medium. Reaction rates were generally comparable with those observed in buffer solution, and when the cress enzyme was used the hydrolysis of trans-beta-methylstyrene oxide gave, through a stereoconvergent process, the corresponding optically active (1S,2R)-erythro-1-phenylpropane-1,2-diol. (C) 2004 Elsevier B.V. All rights reserved.
Biocatalysis in ionic liquids: the stereoconvergent hydrolysis of trans-beta-methylstyrene oxide catalyzed by soluble epoxide hydrolase
CHIAPPE, CINZIA;
2004-01-01
Abstract
Soluble epoxide hydrolase (sEH) was shown to catalyze hydrolysis of epoxides using the ionic liquids (ILs) [bmim][PF(6)], [bmim][N(Tf)(2)], and [bmim][BF(4)] (where bmim = 1-butyl-3-methylimidazolium, PF(6) = hexafluorophosphate, N(Tf)(2) = bis(trifluoromethylsulfonyl)imide, and BF(4) = tetrafluoroborate) as reaction medium. Reaction rates were generally comparable with those observed in buffer solution, and when the cress enzyme was used the hydrolysis of trans-beta-methylstyrene oxide gave, through a stereoconvergent process, the corresponding optically active (1S,2R)-erythro-1-phenylpropane-1,2-diol. (C) 2004 Elsevier B.V. All rights reserved.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.