Effect of ionic liquids on epoxide hydrolase-catalyzed synthesis of chiral 1,2-diols

Cinzia Chiappe, Elsa Leandri, Bruce D. Hammock, Christophe Morisseau

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

Ionic liquids (ILs) offer new possibilities for epoxide hydrolase (EH) catalyzed resolution of epoxides and for synthesis of chiral 1,2-diols. Soluble EHs from cress and mouse (csEH and msEH) and microsomal EH from rat (rmEH) were tested in several ILs. For all the enzymes tested, higher enantioselectivities were obtained in [bmim][N(Tf)2] and [bmim][PF6]. The optimized amount of water for EH activity in these ILs was established. Classical problems arising from low solubility of epoxides in water or from the high tendency of the oxirane ring to undergo chemical hydrolysis were avoided using these new media. This journal is

Original languageEnglish (US)
Pages (from-to)162-168
Number of pages7
JournalGreen Chemistry
Volume9
Issue number2
DOIs
StatePublished - 2007

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Epoxide Hydrolases
Hydrolases
Ionic Liquids
Ionic liquids
Epoxy Compounds
Ethylene Oxide
Water
Enantioselectivity
Rats
hydrolysis
Hydrolysis
solubility
Enzymes
Solubility
enzyme
water
ionic liquid
effect

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Effect of ionic liquids on epoxide hydrolase-catalyzed synthesis of chiral 1,2-diols. / Chiappe, Cinzia; Leandri, Elsa; Hammock, Bruce D.; Morisseau, Christophe.

In: Green Chemistry, Vol. 9, No. 2, 2007, p. 162-168.

Research output: Contribution to journalArticle

Chiappe, C, Leandri, E, Hammock, BD & Morisseau, C 2007, 'Effect of ionic liquids on epoxide hydrolase-catalyzed synthesis of chiral 1,2-diols', Green Chemistry, vol. 9, no. 2, pp. 162-168. https://doi.org/10.1039/b612106c
Chiappe, Cinzia ; Leandri, Elsa ; Hammock, Bruce D. ; Morisseau, Christophe. / Effect of ionic liquids on epoxide hydrolase-catalyzed synthesis of chiral 1,2-diols. In: Green Chemistry. 2007 ; Vol. 9, No. 2. pp. 162-168.
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