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BADGE

Item № 70790
CAS № 1675-54-3
Purity ≥85%
product image
                (CAS 1675-54-3)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     25 g $12.00 0.00
     50 g $22.00 0.00
     100 g $38.00 0.00
     500 g $120.00 0.00

Pricing updated 2019-07-23. Prices are subject to change without notice.

Description
Synonyms
  • Bisphenol A diglycidyl ether

PPARγ is a ligand-activated transcription factor involved in the regulation of lipid homeostasis and may function as a master regulator of adipogenesis.1,2,3,4 Ligands for PPARγ include antidiabetic drugs of the thiazolidinedione structural class, 15-deoxy-Δ12,14-prostaglandin J2, and NSAIDS.5,6,7,8 BADGE is a synthetic compound used in the production of polycarbonate and industrial plastics. This compound was recently identified as an antagonist of PPARγ.9 BADGE binds to PPARγ with an apparent Kd of 100 µM and interferes with the ability of 3T3-L1 and 3T3-F442A cells to undergo hormone-mediated cell differentiation.9

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Technical Information
Formal Name
2,2'-[(1-methylethylidene)bis(4,1-phenyleneoxymethylene)]bis-oxirane
CAS Number
1675-54-3
Synonyms
  • Bisphenol A diglycidyl ether
Molecular Formula
C21H24O4
Formula Weight
340.4
Purity
≥85%
Formulation
A neat oil
λmax
228, 277, 283 nm
SMILES
CC(C)(c1ccc(OCC2OC2)cc1)c1ccc(OCC2OC2)cc1
InChI Code
InChI=1S/C21H24O4/c1-21(2,15-3-7-17(8-4-15)22-11-19-13-24-19)16-5-9-18(10-6-16)23-12-20-14-25-20/h3-10,19-20H,11-14H2,1-2H3
InChI Key
LCFVJGUPQDGYKZ-UHFFFAOYSA-N
Origin
  • Synthetic

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
Room temperature
Shipping
Ambient in continental US; may vary elsewhere
Stability
≥ 1 year
Downloads & Resources
Product Downloads

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Additional Information

View the Cayman Structure Database for chemical structure definitions for many Cayman products

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Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data pack, and GC-MS data.

References & Product Citations
Product Description References

1. Elbrecht, A., Chen, Y., Cullinan, C.A., et al. Molecular cloning, expression and characterization of human peroxisome proliferator activated receptors γ 1 and γ 2 Biochemical and Biophysical Research Communications 224, 431-437 (1996).

2. Greene, M.E., Blumberg, B., McBride, O.W., et al. Isolation of the human peroxisome proliferator activated receptor γ cDNA: Expression in hematopoietic cells and chromosomal mapping Gene Expression 4, 281-299 (1995).

3. Spiegelman, B.M., and Flier, J.S. Adipogenesis and obesity: Rounding out the big picture Cell 87, 377-389 (1995).

4. Lemberger, T., Desvergne, B., and Wahli, W. Peroxisome proliferator-activated receptors: A nuclear receptor signaling pathway in lipid physiology Annual Reviews of Cell Development and Biology 12, 335-363 (1996).

5. Lehmann, J.M., Moore, L.B., Smith-Oliver, T.A., et al. An antidiabetic thiazolidinedione is a high affinity ligand for peroxisome proliferator-activated receptor γ (PPARγ) J. Biol. Chem. 270(22), 12953-12956 (1995).

6. Willson, T.M., Cobb, J.E., Cowan, D.J., et al. The structure-activity relationship between peroxisome proliferator-activated receptor γ agonism and the antihyperglycemic activity of thiazolidinediones J. Med. Chem. 39, 665-668 (1996).

7. Forman, B.M., Tontonoz, P., Chen, J., et al. 15-Deoxy-Δ12,14-prostaglandin J2 is a ligand for the adipocyte determination factor PPARγ Cell 83(5), 803-812 (1995).

8. Lehmann, J.M., Lenhard, J.M., Oliver, B.B., et al. Peroxisome proliferator-activated receptors α and g are activated by indomethacin and other non-steroidal anti-inflammatory drugs The Journal of Biological Chemisty 272, 3406-3410 (1997).

9. Wright, H.M., Clish, C.B., Mikami, T., et al. A synthetic antagonist for the peroxisome proliferator-activated receptor γ inhibits adipocyte differentiation The Journal of Biological Chemisty 275, 1873-1877 (2000).

Technical Support
FAQ

What is the density of BADGE?

The density of BADGE is 1.17 g/ml.

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