Biocatalysis in ionic liquids: The stereoconvergent hydrolysis of trans-β-methylstyrene oxide catalyzed by soluble epoxide hydrolase

Cinzia Chiappe, Elsa Leandri, Serena Lucchesi, Daniela Pieraccini, Bruce D. Hammock, Christophe Morisseau

Research output: Contribution to journalArticle

67 Scopus citations

Abstract

Soluble epoxide hydrolase (sEH) was shown to catalyze hydrolysis of epoxides using the ionic liquids (ILs) [bmim][PF6], [bmim][N(Tf) 2], and [bmim][BF4] (where bmim=1-butyl-3- methylimidazolium, PF6=hexafluorophosphate, N(Tf)2= bis(trifluoromethylsulfonyl)imide, and BF4=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-β-methylstyrene oxide gave, through a stereoconvergent process, the corresponding optically active (1S,2R)-erythro-1-phenylpropane-1,2-diol.

Original languageEnglish (US)
Pages (from-to)243-248
Number of pages6
JournalJournal of Molecular Catalysis B: Enzymatic
Volume27
Issue number4-6
DOIs
StatePublished - Mar 2004

    Fingerprint

Keywords

  • Biocatalysis
  • Ionic liquids
  • Stereoconvergent hydrolysis

ASJC Scopus subject areas

  • Biochemistry
  • Catalysis
  • Process Chemistry and Technology

Cite this