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Description: PPARγ antagonist
Alternative Names: Bisphenol A diglycidyl ether
Chemical Name: 2,2-Bis[4-(2,3-epoxypropoxy)phenyl]propane
Purity: ≥95%
Biological Activity
PPARγ pure antagonist with micromolar affinity in 3T3-L1 and 3T3-F442A preadipocyte cells; selective over PPARδ and PPARα. Antagonizes the ability of rosiglitazone to stimulate transcriptional activity of PPARγ. Acts as a PPARγ agonist in an ECV304 cell line. Also produces PPARγ-independent apoptosis of tumor cells via several mechanisms. Active in vivo.
Technical Data
| M. Wt | 340.42 |
| Formula | C21H24O4 |
| Storage | Desiccate at -20°C |
| Purity | ≥95% |
| CAS Number | 1675-54-3 |
| PubChem ID | 2286 |
| InChI Key | LCFVJGUPQDGYKZ-UHFFFAOYSA-N |
| Smiles | CC(C)(C1=CC=C(OCC2CO2)C=C1)C1=CC=C(OCC2CO2)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 | |||
| ethanol | 17.02 | 50 | |
| DMSO | 34.04 | 100 |
Preparing Stock Solutions
The following data is based on the product molecular weight 340.42. 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 | 2.94 mL | 14.69 mL | 29.38 mL |
| 5 mM | 0.59 mL | 2.94 mL | 5.88 mL |
| 10 mM | 0.29 mL | 1.47 mL | 2.94 mL |
| 50 mM | 0.06 mL | 0.29 mL | 0.59 mL |
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References
References are publications that support the biological activity of the product.
Bishop-Bailey et al (2000) Bisphenol A diglycidyl ether (BADGE) is a PPARγ agonist in an ECV304 cell line. Br.J.Pharmacol. 131 651 PMID: 11030710
Cuzzocrea et al (2004) Rosiglitazone, a ligand of the peroxisome proliferator-activated receptor-γ, reduces acute inflammation. Eur.J.Pharmacol. 483 79 PMID: 14709329
Fehlberg et al (2003) Bisphenol A diglycidyl ether-induced apoptosis involves Bax/Bid-dependent mitochondrial release of apoptosis-inducing factor (AIF), cytochrome c and Smac/DIABLO. Br.J.Pharmacol. 139 495 PMID: 12788809
Wright et al (2000) A synthetic antagonist for the peroxisome proliferator-activated receptor γ inhibits adipocyte differentiation. J.Biol.Chem. 275 1873 PMID: 10636887
If you know of a relevant reference for BADGE, please let us know.
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Keywords: BADGE, BADGE supplier, PPARγ, PPARgamma, antagonists, Peroxisome, Proliferator-activating, Receptors, PPARs, BisphenolA, diglycidyl, ether, Bisphenol, A, 1326, Tocris Bioscience
3 Citations for BADGE
Citations are publications that use Tocris products. Selected citations for BADGE include:
Hegde et al (2015) Critical Role of Mast Cells and Peroxisome Proliferator-Activated Receptor γ in the Induction of Myeloid-Derived Suppressor Cells by Marijuana Cannabidiol In Vivo. J Immunol 194 5211 PMID: 25917103
Alharris et al (2019) Role of miRNA in the regulation of cannabidiol-mediated apoptosis in neuroblastoma cells. Oncotarget 10 45 PMID: 30713602
Kanabus et al (2016) The pleiotropic effects of decanoic acid treatment on mitochondrial function in fibroblasts from patients with complex I deficient Leigh syndrome. J Inherit Metab Dis 39 415 PMID: 27080638
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