Resolution of epoxyeicosatrienoate enantiomers by chiral phase chromatography

Terry D. Hammonds, Ian A. Blair, J. R. Falck, Jorge H. Capdevila

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

A chromatographic method is described for the direct enantiomeric characterization of all four regioisomeric epoxyeicosatrienoic acid (EET) metabolites generated by the cytochrome P450 arachidonate epoxygenase pathway. Following esterification, the individual methyl or pentafluorobenzyl esters are resolved by chiral phase HPLC utilizing a Chiralcel OB or OD column. This methodology will find analytical and preparative applications for chiral epoxides since it is convenient and efficient and does not destroy the epoxide functionality.

Original languageEnglish (US)
Pages (from-to)300-303
Number of pages4
JournalAnalytical Biochemistry
Volume182
Issue number2
DOIs
StatePublished - Nov 1 1989

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Enantiomers
Epoxy Compounds
Chromatography
Esterification
Metabolites
Cytochrome P-450 Enzyme System
Esters
High Pressure Liquid Chromatography
Acids
arachidonate epoxygenase

ASJC Scopus subject areas

  • Biochemistry
  • Biophysics
  • Molecular Biology

Cite this

Resolution of epoxyeicosatrienoate enantiomers by chiral phase chromatography. / Hammonds, Terry D.; Blair, Ian A.; Falck, J. R.; Capdevila, Jorge H.

In: Analytical Biochemistry, Vol. 182, No. 2, 01.11.1989, p. 300-303.

Research output: Contribution to journalArticle

Hammonds, Terry D. ; Blair, Ian A. ; Falck, J. R. ; Capdevila, Jorge H. / Resolution of epoxyeicosatrienoate enantiomers by chiral phase chromatography. In: Analytical Biochemistry. 1989 ; Vol. 182, No. 2. pp. 300-303.
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