Formulation: A solution in ethanol
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
Purity: ≥99% deuterated forms (d1-d17)
Formula Markup: C18H16D17NO4
Formula Weight: 344,6
Shelf life (days): 365
CAS Number: 2714117-50-5
Notes: 9-Nitrooleate-d17 is intended for use as an internal standard for the quantification of 9-nitrooleate (Item No. 10012554) by GC- or LC-MS. Nitrated unsaturated fatty acids, such as 10- and 12-nitrolinoleate (LNO2; Item No. 10037), cholesteryl nitrolinoleate, and nitrohydroxylinoleate, represent a new class of endogenous lipid-derived signalling molecules. LNO2 isomers serve as potent endogenous ligands for PPARγ and can also decompose or be metabolized to release nitric oxide.{11912,13284,13287,13288} 9-Nitrooleate is one of two regioisomers of nitrooleate, the other being 10-nitrooleate (Item No. 10008043) (OA-NO2; used for the mixture of isomers), which are formed by nitration of oleic acid (Item No. 90260) in approximately equal proportions in vivo.{14255} 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 PPARγ approximately 7-fold at a concentration of 1 µM and effectively promotes differentiation 3T3-L1 preadipocytes to adipocytes at 3 µM.{14255}