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Resolution of dihydroxyeicosanoates and of dihydroxyeicosatrienoates by chiral phase chromatography

✍ Scribed by Jorge H. Capdevila; Shouzou Wei; Anil Kumar; Jun Kobayashi; James R. Snapper; Darryl C. Zeldin; Rama K. Bhatt; John R. Falck

Publisher
Elsevier Science
Year
1992
Tongue
English
Weight
525 KB
Volume
207
Category
Article
ISSN
0003-2697

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✦ Synopsis

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.

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