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11-deoxy-11-methylene-15-keto Prostaglandin D2

Cayman Chemical Item Number 12415

11-deoxy-11-methylene-15-keto PGD2

11-deoxy-11-methylene-15-keto Prostaglandin D2

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Description

Prostaglandin D2 (PGD2) is one of the five primary enzymatic prostaglandins derived directly from PGH2. Many of the biological effects of PGD2 are transduced in vivo by a classical 7-transmembrane GPCR, the DP1 receptor.1 However, a second receptor, the chemokine-related CRTH2 receptor, also binds PGD2.2,3 This new receptor was recently identified on human eosinophils, where it binds selectively the PGD2 metabolite 13,14-dihydro-15-keto PGD2.4 11-deoxy-11-methylene-15-keto PGD2 was prepared as a more chemically stable ligand for this receptor. There are no published studies of the pharmacological properties of 11-deoxy-11-methylene-15-keto PGD2.

1 Boie, Y., Sawyer, N., Slipetz, D.M., et al. Molecular cloning and characterization of the human prostanoid DP receptor. J Biol Chem 270 18910-18916 (1995).

2 Gervais, F.G., Cruz, R., Chateauneuf, A., et al. Selective modulation of chemokinesis, degranulation, and apoptosis in eosinophils through the PGD2 receptors CRTH2 and DP.. J Allergy Clin Immunol 108(6) 982-988 (2002).

3 Monneret, G., Gravel, S., Diamond, M., et al. Prostaglandin D2 is a potent chemoattractant for human eosinophils that acts via a novel DP receptor. Blood 98(6) 1942-1948 (2001).

4 Hirai, H., Tanaka, K., Yoshie, O., et al. Prostaglandin D2 selectivity induces chemotaxis in T helper type 2 cells, eosinophils, and basophils via seven-transmembrane receptor CRTH2. J Exp Med 193(2) 255-261 (2001).

Synonyms
  • 11-deoxy-11-methylene-15-keto PGD2
Formal Name 9α-​hydroxy-​11-​methylene-​15-​oxo-​prosta-​5Z,​13E-​dien-​1-​oic acid
Molecular Formula C21H32O4
Formula Weight 348.5
Formulation A solution in methyl acetate
Purity >98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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O[C@@H]​(C1)​[C@H]​(C/C=C\CCCC(O)​=O)​[C@@H]​(/C=C/C(CCCCC)​=O)​C1=C

Background Reading

Boie, Y., Sawyer, N., Slipetz, D.M., et al. Molecular cloning and characterization of the human prostanoid DP receptor. J Biol Chem 270 18910-18916 (1995).

Monneret, G., Gravel, S., Diamond, M., et al. Prostaglandin D2 is a potent chemoattractant for human eosinophils that acts via a novel DP receptor. Blood 98(6) 1942-1948 (2001).

Hirai, H., Tanaka, K., Yoshie, O., et al. Prostaglandin D2 selectivity induces chemotaxis in T helper type 2 cells, eosinophils, and basophils via seven-transmembrane receptor CRTH2. J Exp Med 193(2) 255-261 (2001).

Gervais, F.G., Cruz, R., Chateauneuf, A., et al. Selective modulation of chemokinesis, degranulation, and apoptosis in eosinophils through the PGD2 receptors CRTH2 and DP.. J Allergy Clin Immunol 108(6) 982-988 (2002).

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11-deoxy-11-methylene-15-keto Prostaglandin D2 is available in the following screening library:

Size Price Quantity Subtotal
100 µg $46.00 $0.00
500 µg $207.00 $0.00
1 mg $368.00 $0.00
5 mg $1,610.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

Related Products

13,14-dihydro-15-keto Prostaglandin D2
Prostaglandin D2

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