Metabolism of 12(R)-hydroxyeicosatetraenoic acid by rat liver microsomes

Hemant K. Jajoo, Jorge H. Capdevila, J. R. Falck, R. K. Bhatt, Ian A. Blair

Research output: Contribution to journalArticle

12 Scopus citations

Abstract

The in vitro metabolism of 12(R)-hydroxyeicosatetraenoic acid was studied using freshly isolated rat liver microsomes. Ten metabolites were isolated and identified by a combination of ultraviolet spectroscopy and gas chromatography/mass spectrometry. The two major metabolites were dihdroxyeicosatetraenoic acids generated by ω /ω - 1 hydroxylation. Oxidation at C-5 resulted in the formation of four leukotriene-like compounds, two of which differed from leukotriene B4 in double-bond geometry alone. The other two differed from leukotriene B4 in olefin geometry and C-5 configuration. Epoxidation at the 14,15-olefin resulted in the formation of two diastereomeric epoxy alcohols, while C-16 hydroxylation gave two diastereomeric dihydroxyeicosatetraenoic acids.

Original languageEnglish (US)
Pages (from-to)110-116
Number of pages7
JournalBiochimica et Biophysica Acta (BBA)/Lipids and Lipid Metabolism
Volume1123
Issue number1
DOIs
StatePublished - Jan 3 1992

Keywords

  • Cytochrome P-450
  • Eicosanoid
  • Epoxygenase
  • Metabolism
  • Rat liver microsome

ASJC Scopus subject areas

  • Biophysics
  • Biochemistry
  • Endocrinology

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