5-OxoETE-d7 (Synonyms: 5KETEd7)

5-OxoETE-d₇ contains seven deuterium atoms at the 6, 8, 9, 11, 12, 14, and 15 positions. It is intended for use as an internal standard for the quantification of 5-oxoETE by GC- or LC-mass spectrometry. 5-OxoETE is a polyunsaturated keto acid formed by the oxidation of 5-HETE in human neutrophils.¹ It stimulates cytosolic calcium levels in neutrophils with an EC₅₀ value of 2 nM.² 5-OxoETE selectively stimulates the migration and degranulation of eosinophils and activates the mitogen-activated protein kinase (MAPK) pathway in stimulated neutrophils.^3,4

1.Powell, W.S., Gravelle, F., and Gravel, S.Metabolism of 5(S)-hydroxy-6,8,11,14-eicosatetraenoic acid and other 5(S)-hydroxyeicosanoids by a specific dehydrogenase in human polymorphonuclear leukocytesJ. Biol. Chem.267(27)19233-19241(1992) 2.Powell, W.S., Zhang, Y., and Gravel, S.Effects of phorbol myristate acetate on the synthesis of 5-oxo-6,8,11,14-eicosatetraenoic acid by human polymorphonuclear leukocytesBiochemistry33(13)3927-3933(1994) 3.O'Flaherty, J.T., Kuroki, M., Nixon, A.B., et al.5-Oxo-eicosatetraenoate is a broadly active, eosinophil-selective stimulus for human granulocytesJ. Immunol.157(1)336-342(1996) 4.O'Flaherty, J.T., Kuroki, M., Nixon, A.B., et al.5-Oxo-eicosanoids and hematopoietic cytokines cooperate in stimulating neutrophil function and the mitogen-activated protein kinase pathwayJ. Biol. Chem.271(30)17821-17828(1996)