Molecular structure of 10-Nitrooleate, CAS Number: 88127-53-1
10-Nitrooleate (CAS 88127-53-1)
Alternate Names:
10-nitro-9-trans-octadecenoic acid
Application:
10-Nitrooleate is an endogenous lipid-derived signaling molecule
CAS Number:
88127-53-1
Molecular Weight:
327.46
Molecular Formula:
C18H33NO4
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
10-Nitrooleate is an endogenous, lipid-derived signaling molecule which functions as a potent ligand for PPARγ. It is known that this ligand activates the PPARγ receptor 7-fold at concentrations of 1 μM. Studies demonstrate that 10-nitrooleate is found in human plasma in the free acid form and can be esterified in phospholipids. In addition, 10-nitrooleate can release nitric oxide (NO) via decomposition or metabolism. Furthermore, 10-nitrooleate can effectively promote differentiation of preadipocytes at higher concentrations.
10-Nitrooleate (CAS 88127-53-1) References
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- Red cell membrane and plasma linoleic acid nitration products: synthesis, clinical identification, and quantitation. | Baker, PR., et al. 2004. Proc Natl Acad Sci U S A. 101: 11577-82. PMID: 15273286
- Nitrolinoleic acid: an endogenous peroxisome proliferator-activated receptor gamma ligand. | Schopfer, FJ., et al. 2005. Proc Natl Acad Sci U S A. 102: 2340-5. PMID: 15701701
- Nitrated lipids decompose to nitric oxide and lipid radicals and cause vasorelaxation. | Lima, ES., et al. 2005. Free Radic Biol Med. 39: 532-9. PMID: 16043024
- Fatty acid transduction of nitric oxide signaling: multiple nitrated unsaturated fatty acid derivatives exist in human blood and urine and serve as endogenous peroxisome proliferator-activated receptor ligands. | Baker, PR., et al. 2005. J Biol Chem. 280: 42464-75. PMID: 16227625
- Regulation of human mitochondrial aldehyde dehydrogenase (ALDH-2) activity by electrophiles in vitro. | Oelze, M., et al. 2011. J Biol Chem. 286: 8893-900. PMID: 21252222
- Fatty acid-induced mitochondrial uncoupling elicits inflammasome-independent IL-1α and sterile vascular inflammation in atherosclerosis. | Freigang, S., et al. 2013. Nat Immunol. 14: 1045-53. PMID: 23995233
- Nitro-oleic acid downregulates lipoprotein-associated phospholipase A2 expression via the p42/p44 MAPK and NFκB pathways. | Wang, G., et al. 2014. Sci Rep. 4: 4905. PMID: 24809325
- The role of nitrated fatty acids and peroxisome proliferator-activated receptor gamma in modulating inflammation. | Narala, VR., et al. 2014. Int Immunopharmacol. 23: 283-7. PMID: 25241247
- Development and application of a UHPLC-MS/MS metabolomics based comprehensive systemic and tissue-specific screening method for inflammatory, oxidative and nitrosative stress. | Schoeman, JC., et al. 2018. Anal Bioanal Chem. 410: 2551-2568. PMID: 29497765
- The nitrated fatty acid, 10-nitrooleate inhibits the neutrophil chemotaxis via peroxisome proliferator-activated receptor gamma in CLP-induced sepsis in mice. | Panati, K., et al. 2019. Int Immunopharmacol. 72: 159-165. PMID: 30981081
- Oxylipin Profiling of Alzheimer's Disease in Nondiabetic and Type 2 Diabetic Elderly. | Morris, JK., et al. 2019. Metabolites. 9: PMID: 31491971
- Allosteric Regulation of the Soluble Epoxide Hydrolase by Nitro Fatty Acids: a Combined Experimental and Computational Approach. | Qiu, Q., et al. 2022. J Mol Biol. 434: 167600. PMID: 35460669
- Metabolomic profile and computational analysis for the identification of the potential anti-inflammatory mechanisms of action of the traditional medicinal plants Ocimum basilicum and Ocimum tenuiflorum. | Beltrán-Noboa, A., et al. 2022. Food Chem Toxicol. 164: 113039. PMID: 35461962
- Nitrated fatty acid, 10-nitrooleate protects against hyperoxia-induced acute lung injury in mice. | Narala, VR., et al. 2022. Int Immunopharmacol. 109: 108838. PMID: 35561478
Activator of:
PPAR gamma.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
10-Nitrooleate, 50 µg | sc-204608 | 50 µg | $30.00 | |||
10-Nitrooleate, 100 µg | sc-204608A | 100 µg | $43.00 |