5(S)-HETE-d8

5(S)-HETE-d₈ contains eight deuterium atoms at the 5, 6, 8, 9, 11, 12, 14, and 15 positions. It is intended for use as an internal standard for the quantification of 5(S)-HETE by GC- or LC-mass spectrometry (MS). 5(S)-HETE is produced by the action of 5-lipoxygenase on arachidonic acid to give 5(S)-HpETE, followed by reduction of the hydroperoxide. 5(S)-HETE has proliferative and chemotactic effects on granulocytes.¹ When further metabolized to the 5-oxoETE, it is a more potent eosinophil chemoattractant than leukotriene B₄.^2,3

1.Schwenk, U., and SchrÖder, J.M.5-Oxo-eicosanoids are potent eosinophil chemotactic factors. Functional characterization and structural requirementsJ. Biol. Chem.270(25)15029-15036(1994) 2.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) 3.Dodge, W., and Thomas, M.The effect of 5-hydroxyeicosatetraenoic acid on the proliferation of granulocyte progenitors and embryonic fibroblasts of the chickBiochem. Biophys. Res. Commun.131(2)731-735(1985)