Resolution of dihydroxyeicosanoates and of dihydroxyeicosatrienoates by chiral phase chromatography.

Capdevila JH, Wei S, Kumar A, Kobayashi J, Snapper JR, Zeldin DC, Bhatt RK, Falck JR
Anal Biochem. 1992 207 (2): 236-40

PMID: 1481976 · DOI:10.1016/0003-2697(92)90006-s

A chromatographic method is described for the direct enantiomeric characterization of 5,6-, 8,9-, 11,12-, and 14,15-vic-dihydroxyeicosatrienoic acids (DHETs), metabolites of the cytochrome P-450 arachidonate epoxygenase pathway, and of their corresponding saturated vic-dihydroxyeicosanoic acids. Following esterification, the individual methyl or pentafluorobenzyl esters are resolved by chiral-phase chromatography utilizing a Chiralcel OC or OD column. This methodology will find analytical and preparative applications since it is simple and efficient and preserves, intact, the diol functionality.

MeSH Terms (7)

8,11,14-Eicosatrienoic Acid Chromatography, High Pressure Liquid Cytochrome P-450 Enzyme System Indicators and Reagents Isomerism Mass Spectrometry Oxygenases

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