Oleic Acid-d17 (Synonyms: C18:1(9Z)-d17, cis-9-Octadecenoic Acid-d17, 9Z-Octadecenoic Acid-d17)

Oleic acid-d₁₇ contains 17 deuterium atoms at the 11, 11, 12, 12, 13, 13, 14, 14, 15, 15, 16, 16, 17, 17, 18, 18, and 18 positions. It is intended for use as an internal standard for the quantification of oleic acid by GC- or LC-mass spectrometry. Oleic acid is a monounsaturated fatty acid and is one of the major components of membrane phospholipids. Oleic acid contributes about 17% of the total fatty acids esterified to phosphatidylcholine, the major phospholipid class in porcine platelets.¹ Oleic acid inhibits collagen-stimulated platelet aggregation by approximately 90% when used at a concentration of 10 µg/ml.¹ fMLF-induced neutrophil aggregation and degranulation is inhibited by 55% and 68%, respectively, using 5 µM oleic acid. This inhibition is comparable to that observed using arachidonic acid under the same conditions.² Oleic acid, whether applied extracellularly (EC₅₀ = ~60 µM) to human platelets or released from membrane phospholipids, causes an increase in intracellular calcium levels.³

1.Wahle, K.W., and Peacock, L.I.Effects of isomeric cis and trans eighteen carbon monounsaturated fatty acids on porcine platelet functionBiochim. Biophys. Acta1301(1-2)141-149(1996) 2.Naccache, P.H., Moiski, T.F., Volpi, M., et al.Modulation of rabbit neutrophil aggregation and degranulation by free fatty acidsJ. Leukoc. Biol.36(3)333-340(1984) 3.Siafaka-Kapadai, A., Hanahan, D.J., and Javors, M.A.Oleic acid-induced Ca2+ mobilization in human platelets: Is oleic acid an intracellular messenger•J. Lipid Mediat. Cell Signal15(3)215-232(1997)