See personalized New Product recommendations! Get personalized New Product recommendations! Register or Login for personalized New Product recommendations!

Holiday Notification: Cayman Chemical will be closed Monday, May 28, 2012, in observance of the Memorial Day holiday. More…
Please feel free to continue placing orders via our website or via fax at 734-971-3640. You may send an email to customer service at custserv@caymanchem.com , or to technical support at techserv@caymanchem.com which we will respond to the next business day. Cayman will resume regular business hours and shipping schedules on Tuesday, May 29, 2012. Thank you for your patience and understanding.

BADGE

Cayman Chemical Item Number 70790

Bisphenol A diglycidyl ether (CAS 1675-54-3)

BADGE (CAS 1675-54-3)

See more

Description

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

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. Biochem Biophys Res Commun 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 Expr 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. Annu Rev Cell Dev Biol 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 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 83 803-812 (1995).

8 Lehmann, J.M., Lenhard, J.M., Oliver, B.B., et al. Peroxisome proliferator-activated receptors a and g are activated by indomethacin and other non-steroidal anti-inflammatory drugs. J Biol Chem 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. J Biol Chem 275 1873-1877 (2000).

Synonyms
  • Bisphenol A diglycidyl ether
Formal Name 2,​2'-​[(1-​methylethylidene)bis(4,​1-​phenyleneoxymethylene)]bis-​oxirane
CAS Number 1675-54-3
Molecular Formula C21H24O4
Formula Weight 340.4
Formulation A neat oil
Purity >85%
λmax 228, 277, 283 nm
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
CC(C)​(c1ccc(OCC2OC2)​cc1)​c1ccc(OCC2OC2)​cc1

Background Reading

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 83 803-812 (1995).

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 Expr 4 281-299 (1995).

Lehmann, J.M., Lenhard, J.M., Oliver, B.B., et al. Peroxisome proliferator-activated receptors a and g are activated by indomethacin and other non-steroidal anti-inflammatory drugs. J Biol Chem 272 3406-3410 (1997).

Lemberger, T., Desvergne, B., and Wahli, W. Peroxisome proliferator-activated receptors: A nuclear receptor signaling pathway in lipid physiology. Annu Rev Cell Dev Biol 12 335-363 (1996).

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. Biochem Biophys Res Commun 224 431-437 (1996).

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

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).

Wright, H.M., Clish, C.B., Mikami, T., et al. A synthetic antagonist for the peroxisome proliferator-activated receptor γ inhibits adipocyte differentiation. J Biol Chem 275 1873-1877 (2000).

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 12953-12956 (1995).

Show all 9 Hide all but first 3

BADGE is available in the following screening library:

Size Global Purchasing
25 g See a distributor in your region for pricing
50 g See a distributor in your region for pricing
100 g See a distributor in your region for pricing
500 g See a distributor in your region for pricing

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

15-deoxy-Δ12,14-Prostaglandin J2
Ciglitazone
GW 9662
PPARγ Polyclonal Antibody
Rosiglitazone
Rosiglitazone (potassium salt)
Wy 14643
Show all 7 Hide all but first 3

Downloads

Batch-specific Information

Login to access batch-specific information

FAQs

What is the density of BADGE?

The density of BADGE is 1.17 g/ml.

Show answer Hide answer

Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

Other Resources
Management Team Company Profile Company History ChemAssistant Tools FAQs Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule Order Terms Browser Recommendation Privacy Statement Site Map

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

Copyright 2012 Cayman Chemical Company

Lost password?