9-Nitrooleate-d17

9-Nitrooleate-d17 is intended for use as an internal standard for the quantification of 9-nitrooleate (Cay-10012554) by GC- or LC-MS. Nitrated unsaturated fatty acids, such as 10- and 12-nitrolinoleate (LNO2, Cay-10037), cholesteryl nitrolinoleate, and nitrohydroxylinoleate, represent a new class of endogenous lipid-derived signalling molecules. LNO2 isomers serve as potent endogenous ligands for PPARgamma and can also decompose or be metabolized to release nitric oxide. 9-Nitrooleate is one of two regioisomers of nitrooleate, the other being 10-nitrooleate (Cay-10008043) (OA-NO2, used for the mixture of isomers), which are formed by nitration of oleic acid (Cay-90260) in approximately equal proportions in vivo. Peroxynitrite, acidified nitrite, and myeloperoxidase in the presence of H2O2 and nitrite, all mediate the nitration of oleic acid. OA-NO2 is found in human plasma as the free acid and esterified in phospholipids at concentrations of 619 ± 52 nM and 302 ± 369 nM, respectively. OA-NO2 activates PPARgamma approximately 7-fold at a concentration of 1 µM and effectively promotes differentiation 3T3-L1 preadipocytes to adipocytes at 3 µM.Formal Name: 9-nitro-9E-octadecenoic-11,11,12,12,13,13,14,14,15,15,16,16,17,17,18,18,18-d17 acid. CAS Number: 2714117-50-5. Synonyms: 9-Nitrooleic Acid-d17, 9-nitro-9-trans-Octadecenoic Acid-d17. Molecular Formula: C18H16D17NO4. Formula Weight: 344.6. Purity: >99% deuterated forms (d1-d17). Formulation: (Request formulation change), A solution in ethanol. Solubility: Ethanol: 1 mg/ml. lambdamax: 257 nm. SMILES: [2H]C(C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])([2H])/C=C([N+]([O-])=O)\CCCCCCCC(O)=O. InChi Code: InChI=1S/C18H33NO4/c1-2-3-4-5-6-8-11-14-17(19(22)23)15-12-9-7-10-13-16-18(20)21/h14H,2-13,15-16H2,1H3,(H,20,21)/b17-14+/i1D3,2D2,3D2,4D2,5D2,6D2,8D2,11D2. InChi Key: CQOAKBVRRVHWKV-KSBOAZTASA-N.