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9(10)-Nitrooleate (Synonyms: 9(10)-Nitrooleic Acid; OA-NO2; 9(10)-nitro-9-trans-Octadecenoic Acid)

Katalog-Nr.GC92043 Copy One-Click Copy Product Info

9(10)-Nitrooleate ist ein Gemisch der endogenen Lipidsignalmoleküle 9-nitrooleat.

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9(10)-Nitrooleate Chemische Struktur

Cas No.: 1092676-99-7

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Sample solution is provided at 25 µL, 10mM.



Description of 9(10)-Nitrooleate

9(10)-Nitrooleate is a mixture of the nitroalkene endogenous lipid signaling molecules 9-nitrooleate. 9(10)-Nitrooleate is formed by nitration of oleic acid by peroxynitrite, acidified nitrite, and myeloperoxidase in the presence of hydrogen peroxide (H2O2) and nitrite.1 It induces transactivation of peroxisome proliferator-activated receptor γ (PPARγ) or nuclear factor erythroid 2-related factor 2 (Nrf2) in reporter assays using MCF-7 cells when used at concentrations greater than or equal to 0.3 and greater than or equal to 3 ?M, respectively.2 9(10)-Nitrooleate also induces transactivation of PPARγ, PPARδ, or PPARα in reporter assays using CV-1 cells in a concentration-dependent manner.1 It induces adipogenesis in 3T3-L1 preadipocytes and glucose uptake in differentiated 3T3-L1 adipocytes when used at a concentration of 3 ?M. In vivo, 9(10)-nitrooleate (500 ?g/kg every six hours for 24 hours) decreases ischemia-induced increases in plasma levels of blood urea nitrogen, creatinine, and TNF-α and kidney levels of myeloperoxidase (Mpo) and IL-1β and reduces tubular necrosis and tubule dilation in a mouse model of renal ischemia-reperfusion injury.3

References:
[1]. Baker, P.R., Lin, Y., Schopfer, F.J., et al.Fatty acid transduction of nitric oxide signaling. Multiple nitrated unsaturated acid derivatives exist in human blood and urine serve as endogenous peroxisome proliferator-activated receptor ligandsJ. Biol. Chem.280(51)42464-42475(2005).
[2]. Bates, D.J.P., Smitherman, P.K., Townsend, A.L., et al.Nitroalkene fatty acids mediate activation of Nrf2/ARE-dependent and PPARγ-dependent transcription by distinct signaling pathways and with significantly different potenciesBiochemistry50(36)7765-7773(2011).
[3]. Liu, H., Jia, Z., Soodvilai, S., et al.Nitro-oleic acid protects the mouse kidney from ischemia and reperfusion injuryAm. J. Physiol. Renal. Physiol.295(4)F942-F949(2008).

Chemical Properties of 9(10)-Nitrooleate

Cas No. 1092676-99-7 SDF
Überlieferungen 9(10)-Nitrooleic Acid; OA-NO2; 9(10)-nitro-9-trans-Octadecenoic Acid
Chemical Name 9-nitro-9E-octadecenoic acid, 10-nitro-9E-octadecenoate
Canonical SMILES CCCCCCCC/C=C([N+]([O-])=O)\CCCCCCCC(O)=O.CCCCCCCC/C([N+]([O-])=O)=C\CCCCCCCC(O)=O
Formula C18H33NO4 ? C18H33NO4 M.Wt 654.9
Löslichkeit Ethanol: Slightly soluble: 0.1-1 mg/ml Storage -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of 9(10)-Nitrooleate

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1 mg 5 mg 10 mg
1 mM 1.527 mL 7.6348 mL 15.2695 mL
5 mM 305.4 μL 1.527 mL 3.0539 mL
10 mM 152.7 μL 763.5 μL 1.527 mL
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