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Oleic Acid

Cayman Chemical Item Number 90260

(CAS 112-80-1)

Oleic Acid (CAS 112-80-1)

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Description

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.J., and Peacock, L.I.L. Effects of isomeric cis and trans eighteen carbon monounsaturated fatty acids on porcine platelet function. Biochim Biophys Acta 1301 141-149 (1996).

2 Naccache, P.H., Moiski, T.F.P., Volpi, M., et al. Modulation of rabbit neutrophil aggregation and degranulation by free fatty acids. J Leukoc Biol 36 333-340 (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 Signal 15 215-232 (1997).

Formal Name 9Z-​Octadecenoic acid
CAS Number 112-80-1
Molecular Formula C18H34O2
Formula Weight 282.5
Formulation A solution in ethanol
Purity >98%
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCCCCC/C=C\CCCCCCCC(=O)​O

Background Reading

Naccache, P.H., Moiski, T.F.P., Volpi, M., et al. Modulation of rabbit neutrophil aggregation and degranulation by free fatty acids. J Leukoc Biol 36 333-340 (1984).

Wahle, K.W.J., and Peacock, L.I.L. Effects of isomeric cis and trans eighteen carbon monounsaturated fatty acids on porcine platelet function. Biochim Biophys Acta 1301 141-149 (1996).

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 Signal 15 215-232 (1997).

Oleic Acid is available in the following screening libraries:

Size Global Purchasing
500 mg See a distributor in your region for pricing
1 g See a distributor in your region for pricing
5 g See a distributor in your region for pricing
10 g See a distributor in your region for pricing

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Warning This product is not for human or veterinary use.

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