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15(R)-15-methyl Prostaglandin D2 Exclusive

Cayman Chemical Item Number 12720

15(R)-15-methyl PGD2 (CAS 210978-26-0)

15(R)-15-methyl Prostaglandin D2 (CAS 210978-26-0)

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Description

The physiological actions of PGD2 include regulation of sleep, lowering of body temperature, inhibition of platelet aggregation and relaxation of vascular smooth muscle.1,2,3 PGD2 mediates its effects by 2 distinct G-protein-coupled receptors, DP14 and CRTH2/DP2.5,6 15(R)-15-methyl PGD2 is a potent, selective agonist for the CRTH2/DP2 receptor.7 The EC50 values for eosinophil CD11b expression, actin polymerization, and chemotaxis are 1.4, 3.8, and 1.7 nM, respectively, each of which is approximately 3-5 fold lower than those for PGD2. In contrast the EC50 for the DP1-mediated increase in platelet cAMP by 15(R)-15-methyl PGD2 is >10 µM.7

1 Hayaishi, O. Sleep-wake regulation by prostaglandins D2 and E2. J Biol Chem 263 14593-14596 (1988).

2 Onoe, H., Ueno, R., Fujita, I., et al. Prostaglandin D2, a cerebral sleep-inducing substance in monkeys. Proc Natl Acad Sci USA 85 4082-4086 (1988).

3 Giles, H., and Leff, P. The biology and pharmacology of PGD2. Prostaglandins 35 277-300 (1988).

4 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).

5 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).

6 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).

7 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).

Synonyms
  • 15(R)-15-methyl PGD2
Formal Name 9α,​15R-​dihydroxy-​11-​oxo-​15-​methyl-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 210978-26-0
Molecular Formula C21H34O5
Formula Weight 366.5
Formulation A solution in methyl acetate
Purity >95%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCC[C@@]​(C)​(O)​\C=C\[C@H]​1C(=O)​CC(O)​C1C/C=C\CCCC(=O)​O

Background Reading

Hayaishi, O. Sleep-wake regulation by prostaglandins D2 and E2. J Biol Chem 263 14593-14596 (1988).

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).

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).

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).

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).

Onoe, H., Ueno, R., Fujita, I., et al. Prostaglandin D2, a cerebral sleep-inducing substance in monkeys. Proc Natl Acad Sci USA 85 4082-4086 (1988).

Giles, H., and Leff, P. The biology and pharmacology of PGD2. Prostaglandins 35 277-300 (1988).

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

Size Price Quantity Subtotal
500 µg $34.00 $0.00
1 mg $65.00 $0.00
5 mg $272.00 $0.00
10 mg $476.00 $0.00
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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

15(R)-Prostaglandin D2
15(S)-15-methyl Prostaglandin D2
Prostaglandin D2

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