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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

15(R)-Prostaglandin D2

Cayman Chemical Item Number 10118

15(R)-PGD2

15(R)-Prostaglandin D2

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Description

Many of the effects of prostaglandin D2 (PGD2) are transduced via a traditional 7-transmembrane GPCR, the DP1 receptor.1 However, in certain leukocytes and other immune cells, a second PGD2 receptor referred to as the CRTH2 or DP2 receptor has been cloned and characterized.2,3 15(R)-15-methyl PGD2 is a surprisingly potent agonist at the DP2 receptor, being about 5 times more potent than PGD2 itself.4 15(R)-PGD2 has the potential to be produced endogenously as a natural ligand for DP2, unlike the synthetic 15-methyl analogs. In preliminary reports, 15(R)-PGD2 has also been reported to be a potent and selective DP2 receptor agonist.5,6

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 Abe, H., Takeshita, T., Nagata, K., et al. Molecular cloning, chromosome mapping and characterization of the mouse CRTH2 gene, a putative member of the leukocyte chemoattractant receptor family. Gene 227 71-77 (1999).

3 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).

4 Monneret, G., Cossette, C., Gravel, S., et al. 15R-methyl-prostaglandin D2 is a potent and selective CRTH2/DP2 receptor agonist in human eosinophils. J Pharmacol Exp Ther 304(1) 349-355 (2003).

5 Kim, S., Bellone, S., Maxey, K.M., et al. Synthesis of 15R-PGD2: A potential DP2 receptor agonist. Bioorg Med Chem Lett 15 1873-1876 (2005).

6 Cossette, C., Walsh, S.E., Kim, S., et al. Agonist and antagonist effects of 15R-prostaglandin (PF) D2 and 11-methylene-PGD2 on human eosinophils and basophils. J Pharmacol Exp Ther 320(1) 173-179 (2007).

Synonyms
  • 15(R)-PGD2
Formal Name 9α,​15R-​dihydroxy-​11-​oxo-​prosta-​5Z,​13E-​dien-​1-​oic acid
Molecular Formula C20H32O5
Formula Weight 352.5
Formulation A solution in methyl acetate
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCC[C@@H]​(O)​/C=C/[C@H]​1C(=O)​CC(O)​C1C/C=C\CCCC(=O)​O

Background Reading

Kim, S., Bellone, S., Maxey, K.M., et al. Synthesis of 15R-PGD2: A potential DP2 receptor agonist. Bioorg Med Chem Lett 15 1873-1876 (2005).

Abe, H., Takeshita, T., Nagata, K., et al. Molecular cloning, chromosome mapping and characterization of the mouse CRTH2 gene, a putative member of the leukocyte chemoattractant receptor family. Gene 227 71-77 (1999).

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).

Cossette, C., Walsh, S.E., Kim, S., et al. Agonist and antagonist effects of 15R-prostaglandin (PF) D2 and 11-methylene-PGD2 on human eosinophils and basophils. J Pharmacol Exp Ther 320(1) 173-179 (2007).

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., Cossette, C., Gravel, S., et al. 15R-methyl-prostaglandin D2 is a potent and selective CRTH2/DP2 receptor agonist in human eosinophils. J Pharmacol Exp Ther 304(1) 349-355 (2003).

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15(R)-Prostaglandin D2 is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $60.00 $0.00
5 mg $270.00 $0.00
10 mg $480.00 $0.00
50 mg $2,100.00 $0.00
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Cart Total $0.00

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

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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