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Submit ReviewCaffeic acid phenethyl ester
Description: Specific inhibitor of NF-κB activation
Alternative Names: CAPE
Chemical Name: 3-(3,4-Dihydroxyphenyl)-2-propenoic acid 2-phenylethyl ester
Purity: ≥99% (HPLC)
Biological Activity
Antioxidant, antimitogenic, anticarcinogenic, anti-inflammatory and antiviral. Specifically inhibits NF-κB activation and inhibits the growth of transformed cells. Also suppresses lipid peroxidation and inhibits ornithine decarboxylase, protein tyrosine kinase and lipoxygenase activities.
Technical Data
| M. Wt | 284.31 |
| Formula | C17H16O4 |
| Storage | Store at -20°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 104594-70-9 |
| PubChem ID | 5281787 |
| InChI Key | SWUARLUWKZWEBQ-VQHVLOKHSA-N |
| Smiles | OC1=C(O)C=C(/C=C/C(OCCC2=CC=CC=C2)=O)C=C1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 28.43 | 100 | |
| ethanol | 28.43 | 100 |
Preparing Stock Solutions
The following data is based on the product molecular weight 284.31. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 3.52 mL | 17.59 mL | 35.17 mL |
| 5 mM | 0.7 mL | 3.52 mL | 7.03 mL |
| 10 mM | 0.35 mL | 1.76 mL | 3.52 mL |
| 50 mM | 0.07 mL | 0.35 mL | 0.7 mL |
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References
References are publications that support the biological activity of the product.
Sud'ina et al (1993) Caffeic acid phenethyl ester as a lipoxygenase inhibitor with antioxidant properties. FEBS Lett. 329 21 PMID: 7689063
Fitzpatrick et al (2001) Caffeic acid phenethyl ester, an inhibitor of nuclear factor-κB, attenuates bacterial peptidoglycan polysaccharide-induced colitis in rats. J.Pharmacol.Exp.Ther. 299 915 PMID: 11714876
Natarajan et al (1996) Caffeic acid phenethyl ester is a potent and specific inhibitor of activation of nuclear transcription factor NF-κB. Proc.Natl.Acad.Sci.USA 93 9090
If you know of a relevant reference for Caffeic acid phenethyl ester, please let us know.
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Keywords: Caffeic acid phenethyl ester, Caffeic acid phenethyl ester supplier, Specific, inhibitors, inhibits, NF-κB, NF-kappaB, NF-kB, activation, Transcription, Factors, Nuclear, Factor, Kappa, B, Cytokine, Signaling, Signalling, CAPE, NF-kB/IkB, Antivirals, 2743, Tocris Bioscience
11 Citations for Caffeic acid phenethyl ester
Citations are publications that use Tocris products. Selected citations for Caffeic acid phenethyl ester include:
Messerschmidt et al (2019) Osmotic induction of cyclooxygenase-2 in RPE cells: Stimulation of inflammasome activation. Mol Vis 25 329 PMID: 31341381
Zhu et al (2012) BlyS is up-regulated by hypoxia and promotes migration of human breast cancer cells. Front Cell Neurosci 31 31 PMID: 22463935
Tawara et al (2019) HIGH expression of OSM and IL-6 are associated with decreased breast cancer survival: synergistic induction of IL-6 secretion by OSM and IL-1β. Oncotarget 10 2068 PMID: 31007849
Mia and Bank (2016) The pro-fibrotic properties of transforming growth factor on human fibroblasts are counteracted by caffeic acid by inhibiting myofibroblast formation and collagen synthesis. PLoS Pathog 363 775 PMID: 26453399
Ciarlo et al (2017) A chemical screen in zebrafish embryonic cells establishes that Akt activation is required for neural crest development. Elife 6 PMID: 28832322
Kleiner et al (2018) Activator protein-1 contributes to the NaCl-induced expression of VEGF and PlGF in RPE cells. Mol Vis 24 647 PMID: 30310263
Ong et al (2015) Neutrophil-Derived MMP-8 Drives AMPK-Dependent Matrix Destruction in Human Pulmonary Tuberculosis. Mol Vis 11 e1004917 PMID: 25996154
Brosig et al (2015) Gene expression regulation in retinal pigment epithelial cells induced by viral RNA and viral/bacterial DNA. Mol Vis 21 1000 PMID: 26330750
Hollborn et al (2015) Regulation of the hyperosmotic induction of aquaporin 5 and VEGF in retinal pigment epithelial cells: involvement of NFAT5. Cell Biosci 21 360 PMID: 25878490
Pysz et al (2014) Differential regulation of cyclin D1 expression by protein kinase C α and ε signaling in intestinal epithelial cells. J Biol Chem 289 22268 PMID: 24914206
Munegowda and Hu (2015) Transient blocking of NK cell function with small molecule inhibitors for helper dependant adenoviral vector-mediated gene delivery. J Exp Clin Cancer Res 5 29 PMID: 26085921
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