Chiral resolution of the epoxyeicosatrienoic acids, arachidonic acid epoxygenase metabolites

An HPLC method for the chiral analysis of the four regioisomeric epoxyeicosatrienoic acids (EETs) is described. The cytochrome P450 arachidonic acid epoxygenase metabolites are resolved, without the need for derivatization, by chiral-phase HPLC on a Chiralcel OJ column. Application of this methodolo...

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Veröffentlicht in:	Analytical biochemistry 2006-05, Vol.352 (1), p.129-134
Hauptverfasser:	Wei, Shouzou, Brittin, James J., Falck, John R., Anjaiah, Siddam, Nithipatikom, Kasem, Cui, Lijie, Campbell, William B., Capdevila, Jorge H.
Format:	Artikel
Sprache:	eng
Schlagworte:	8,11,14-Eicosatrienoic Acid - analogs & derivatives 8,11,14-Eicosatrienoic Acid - chemistry 8,11,14-Eicosatrienoic Acid - isolation & purification 8,11,14-Eicosatrienoic Acid - metabolism Animals Arachidonic acid epoxygenase Chiral analysis Chromatography, High Pressure Liquid - methods Cytochrome P-450 Enzyme System - metabolism EETs Endogenous EETs Epoxyeicosatrienoic acids Liver - cytology Liver - metabolism Male Microsomes, Liver - metabolism Oxygenases - metabolism P450 epoxygenase Rats Rats, Sprague-Dawley Stereoisomerism Vasodilator Agents - metabolism
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Zusammenfassung:	An HPLC method for the chiral analysis of the four regioisomeric epoxyeicosatrienoic acids (EETs) is described. The cytochrome P450 arachidonic acid epoxygenase metabolites are resolved, without the need for derivatization, by chiral-phase HPLC on a Chiralcel OJ column. Application of this methodology to the analysis of the liver endogenous EETs demonstrates stereospecific biosynthesis and corroborates the role of cytochrome P450 as the endogenous arachidonic acid epoxygenase.
ISSN:	0003-2697 1096-0309
DOI:	10.1016/j.ab.2006.01.005