12-Nitrolinoleate

12-Nitrolinoleate (12-Nitro-9-cis,12-cis-octadecadienoic acid) is an activator for peroxisome proliferator-activated receptor γ (PPARγ) . 12-Nitrolinoleate is a nitrated form of linoleic acid. 12-Nitrolinoleate can be formed upon exposure to acidified nitrate and found in human red blood cells and plasma. 12-Nitrolinoleate can activate PPARγ-dependent gene expression in MCF-7 cells expressing PPARγ with an EC50 = 0.045 μM. 12-Nitrolinoleate is able to inhibit LPS (HY-D1056) -induced NF-κB transcription in RAW 264.7 cells. 12-Nitrolinoleate can inhibit IL-6, TNF-α and CCL2 induced by LPS[1][2][3].

Product Specifications

CAS Number

[774603-05-3]

Product Name Alternative

12-Nitro-9-cis,12-cis-octadecadienoic acid

UNSPSC

12352211

Target

Interleukin Related; NF-κB; PPAR; TNF Receptor

Related Pathways

Apoptosis; Cell Cycle/DNA Damage; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; Vitamin D Related/Nuclear Receptor

Applications

COVID-19-anti-virus

Field of Research

Inflammation/Immunology

Smiles

OC(CCCCCCC/C=C\C/C([N+]([O-])=O)=C\CCCCC)=O

Molecular Formula

C18H31NO4

Molecular Weight

325.44

References & Citations

Peroxisome proliferator-activated receptor γPPARγEC50 = 0.045 μM. 12-Nitrolinoleate is able to inhibit LPS (HY-D1056) -induced NF-κB transcription in RAW 264.7 cells. 12-Nitrolinoleate can inhibit IL-6, TNF-α and CCL2 induced by LPS[1][2][3].|[2]Baker, P. R., et al., (2004) . Red cell membrane and plasma linoleic acid nitration products: synthesis, clinical identification, and quantitation. Proceedings of the National Academy of Sciences of the United States of America, 101 (32), 11577–11582.|[3]Cui, T., et al., (2006) . Nitrated fatty acids: Endogenous anti-inflammatory signaling mediators. The Journal of biological chemistry, 281 (47), 35686–35698. |[4]Alexander, R. L., et al., (2009) . Differential potencies of naturally occurring regioisomers of nitrolinoleic acid in PPARgamma activation. Biochemistry, 48 (2), 492–498.|[5]Baker, P. R., et al., (2004) . Red cell membrane and plasma linoleic acid nitration products: synthesis, clinical identification, and quantitation. Proceedings of the National Academy of Sciences of the United States of America, 101 (32), 11577–11582.|[6]Cui, T., et al., (2006) . Nitrated fatty acids: Endogenous anti-inflammatory signaling mediators. The Journal of biological chemistry, 281 (47), 35686–35698.50 = 0.045 μM. 12-Nitrolinoleate is able to inhibit LPS (HY-D1056) -induced NF-κB transcription in RAW 264.7 cells. 12-Nitrolinoleate can inhibit IL-6, TNF-α and CCL2 induced by LPS[1][2][3].|[2]Baker, P. R., et al., (2004) . Red cell membrane and plasma linoleic acid nitration products: synthesis, clinical identification, and quantitation. Proceedings of the National Academy of Sciences of the United States of America, 101 (32), 11577–11582.|[3]Cui, T., et al., (2006) . Nitrated fatty acids: Endogenous anti-inflammatory signaling mediators. The Journal of biological chemistry, 281 (47), 35686–35698. |[4]Alexander, R. L., et al., (2009) . Differential potencies of naturally occurring regioisomers of nitrolinoleic acid in PPARgamma activation. Biochemistry, 48 (2), 492–498.|[5]Baker, P. R., et al., (2004) . Red cell membrane and plasma linoleic acid nitration products: synthesis, clinical identification, and quantitation. Proceedings of the National Academy of Sciences of the United States of America, 101 (32), 11577–11582.|[6]Cui, T., et al., (2006) . Nitrated fatty acids: Endogenous anti-inflammatory signaling mediators. The Journal of biological chemistry, 281 (47), 35686–35698.IL-6TNF-αCCL2[1][2][3]