(±)14(15)-EET-d11 (Synonyms: (±)14,15-EET-d11, (±)14,15-EpETrE-d11)

(±)14(15)-EET-d₁₁ is intended for use as an internal standard for the quantification of (±)14(15)-EET by GC- or LC-MS. (±)14(15)-EET is a metabolite of arachidonic acid that is formed via epoxidation of arachidonic acid by cytochrome P450.^1,2 It prevents increases in leukotriene B₄ , ICAM-1, and chemokine (C-C motif) ligand 1 (CCL2) induced by oxidized LDL in primary rat pulmonary artery endothelial cells (RPAECs) when used at a concentration of 1 μM.³ (±)14(15)-EET induces dilation of preconstricted isolated canine coronary arterioles (EC₅₀ = 0.2 pM).⁴ It reduces myocardial infarct size as a percentage of the area at risk in a canine model of ischemia-reperfusion injury induced by left anterior descending coronary artery (LAD) occlusion when administered at a dose of 0.128 mg/kg prior to occlusion or reperfusion.⁵

1.Chacos, N., Falck, J.R., Wixtrom, C., et al.Novel epoxides formed during the liver cytochrome P-450 oxidation of arachidonic acidBiochem. Biophys. Res. Commun.104(3)916-922(1982) 2.Oliw, E.H., Guengerich, F.P., and Oates, J.A.Oxygenation of arachidonic acid by hepatic monooxygenases. Isolation and metabolism of four epoxide intermediatesJ. Biol. Chem.257(7)3771-3781(1982) 3.Jiang, J.-X., Zhang, S.-J., Xiong, Y.-K., et al.EETs attenuate ox-LDL-induced LTB4 production and activity by inhibiting p38 MAPK phosphorylation and 5-LO/BLT1 receptor expression in rat pulmonary arterial endothelial cellsPLoS One10(6)e0128278(2015) 4.Oltman, C.L., Weintraub, N.L., VanRollins, M., et al.Epoxyeicosatrienoic acids and dihydroxyeicosatrienoic acids are potent vasodilators in the canine coronary microcirculationCirc. Res.83(9)932-939(1998) 5.Nithipatikom, K., Moore, J.M., Isbell, M.A., et al.Epoxyeicosatrienoic acids in cardioprotection: Ischemic versus reperfusion injuryAm. J. Physiol. Heart Circ. Physiol.291(2)H537-H542(2006)