Oleic Acid-13C5

Oleic acid-13C5 is intended for use as an internal standard for the quantification of oleic acid (Cay-90260, Cay-24659) by GC- or LC-MS. Oleic acid is a monounsaturated fatty acid and a major component of membrane phospholipids that has been found in human plasma, cell membranes, and adipose tissue. It contributes approximately 17% of the total fatty acids esterified to phosphatidylcholine, the major phospholipid class in porcine platelets. Oleic acid inhibits collagen-stimulated platelet aggregation by approximately 90% when used at a concentration of 10 µg/ml. It also inhibits fMLF-induced neutrophil aggregation and degranulation by 55 and 68%, respectively, when used at a concentration of 5 µM, similar to arachidonic acid (Cay-90010, Cay-90010.1, Cay-10006607). Oleic acid (60 µM) induces release of intracellular calcium in human platelets. In vivo, oleic acid increases TNF-alpha, IL-8, IL-6, and IL-1beta production, neutrophil accumulation, and apoptotic and necrotic cell death in mouse lung and has been used to induce lung injury in a mouse model of acute respiratory distress syndrome (ARDS).Formal Name: oleic-1,2,3,7,8-13C5 acid. CAS Number: 1255644-48-4. Synonyms: 9Z-Octadecenoic Acid-13C5, C18:1(9Z)-13C5, cis-9-Octadecenoic Acid-13C5, FA 18:1-13C. Molecular Formula: C13[13C]5H34O2. Formula Weight: 287.4. Purity: >95%. Formulation: (Request formulation change), A solution in ethanol. Solubility: Chloroform: Soluble, DMF: >100 mg/ml, DMSO: >100 mg/ml, Ethanol: >100 mg/ml, PBS (pH 7.2): <100 µg/ml. SMILES: CCCCCCCC/C=C\[13CH2][13CH2]CCC[13CH2][13CH2][13C](O)=O. InChi Code: InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-/i11+1,12+1,16+1,17+1,18+1. InChi Key: ZQPPMHVWECSIRJ-TWKVKCSCSA-N.