Cayman Chemical | (±)5-HEPE | Description (CAS 83952-40-3)

32200 (±)5-HEPE

(CAS 83952-40-3)

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(±)5-HEPE is produced by non-enzymatic oxidation of EPA. It contains equal amounts of 5(S)-HEPE and 5(R)-HEPE. The biological activity of (±)5-HEPE is likely mediated by one of the individual isomers, most commonly the 5(S) isomer in mammalian systems. EPA can be metabolized to 5-HEPE in human and bovine neutrophils, and human eosinophils, which is further metabolized to 5-oxoEPE and LTB₅.^1,2,3 The 5-series metabolites of EPA, namely 5-HEPE, 5-oxoEPE, and LTB₅, have significantly decreased biological effects compared to the arachidonic acid-derived metabolites.³

1 Powell, W.S., Gravel, S., Gravelle, F. Formation of a 5-oxo metabolite of 5,8,11,14,17-eicosapentaenoic acid and its effects on human neutrophils and eosinophils. J Lipid Res 36 2590-2598 (1995).

2 Lee, T.H., Mencia-Huerta, J., Shih, C., et al. Effects of exogenous arachidonic, eicosapentaenoic, and docosahexaenoic acids on the generation of 5-lipoxygenase pathway products by ionophore-activated human neutrophils. J Clin Invest 74 1922-1933 (1984).

3 Taylor, S.M., Laegreid, W.W., Heidel, J.R., et al. EArachidonic and eicosapentaenoic acid metabolism in bovine neutrophils and platelets: Effect of calcium ionophore. J Leukoc Biol 42 253-262 (1987).

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Pricing updated 2010-03-18.
Prices are subject to change without notice.

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