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

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Alternate Names:
15(R)-15-methyl PGD2; 9α,15R-dihydroxy-11-oxo-15-methyl-prosta-5Z,13E-dien-1-oic acid
Application:
15(R)-15-methyl Prostaglandin D2 is a potent CRTH2/DP2 receptor agonist
CAS Number:
210978-26-0
Molecular Weight:
366.5
Molecular Formula:
C21H34O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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The physiological actions of PGD2 include inhibition of platelet aggregation, lowering of body temperature, regulation of sleep and relaxation of vascular smooth muscle (1,2,3). PGD2 mediates its effects by two distinct G-protein-coupled receptors, CRTH2/DP2 and DP14 (5,6). 15(R)-15-methyl PGD2 is a selective, potent 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).


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

  1. Prostaglandin D2 selectively induces chemotaxis in T helper type 2 cells, eosinophils, and basophils via seven-transmembrane receptor CRTH2.  |  Hirai, H., et al. 2001. J Exp Med. 193: 255-61. PMID: 11208866
  2. Prostaglandin D2 is a potent chemoattractant for human eosinophils that acts via a novel DP receptor.  |  Monneret, G., et al. 2001. Blood. 98: 1942-8. PMID: 11535533
  3. 15R-methyl-prostaglandin D2 is a potent and selective CRTH2/DP2 receptor agonist in human eosinophils.  |  Monneret, G., et al. 2003. J Pharmacol Exp Ther. 304: 349-55. PMID: 12490611
  4. Delta12-prostaglandin D2 is a potent and selective CRTH2 receptor agonist and causes activation of human eosinophils and Th2 lymphocytes.  |  Gazi, L., et al. 2005. Prostaglandins Other Lipid Mediat. 75: 153-67. PMID: 15789622
  5. Essential role for hematopoietic prostaglandin D2 synthase in the control of delayed type hypersensitivity.  |  Trivedi, SG., et al. 2006. Proc Natl Acad Sci U S A. 103: 5179-84. PMID: 16547141
  6. Hematopoietic prostaglandin D2 synthase controls the onset and resolution of acute inflammation through PGD2 and 15-deoxyDelta12 14 PGJ2.  |  Rajakariar, R., et al. 2007. Proc Natl Acad Sci U S A. 104: 20979-84. PMID: 18077391
  7. Expression of DP2 (CRTh2), a prostaglandin D₂ receptor, in human mast cells.  |  Moon, TC., et al. 2014. PLoS One. 9: e108595. PMID: 25268140
  8. Prostaglandin D2 and the role of the DP1, DP2 and TP receptors in the control of airway reflex events.  |  Maher, SA., et al. 2015. Eur Respir J. 45: 1108-18. PMID: 25323233
  9. Generation and characterization of an antagonistic monoclonal antibody against an extracellular domain of mouse DP2 (CRTH2/GPR44) receptors for prostaglandin D2.  |  Nagata, N., et al. 2017. PLoS One. 12: e0175452. PMID: 28394950
  10. Prostaglandin D2 enhances lipid accumulation through suppression of lipolysis via DP2 (CRTH2) receptors in adipocytes.  |  Wakai, E., et al. 2017. Biochem Biophys Res Commun. 490: 393-399. PMID: 28623133
  11. Sleep-wake regulation by prostaglandins D2 and E2.  |  Hayaishi, O. 1988. J Biol Chem. 263: 14593-6. PMID: 3049580
  12. Prostaglandin D2, a cerebral sleep-inducing substance in monkeys.  |  Onoe, H., et al. 1988. Proc Natl Acad Sci U S A. 85: 4082-6. PMID: 3163802
  13. The Molecular Mechanisms Underlying Prostaglandin D2-Induced Neuritogenesis in Motor Neuron-Like NSC-34 Cells.  |  Nango, H., et al. 2020. Cells. 9: PMID: 32290308
  14. The biology and pharmacology of PGD2.  |  Giles, H. and Leff, P. 1988. Prostaglandins. 35: 277-300. PMID: 3283848
  15. Molecular cloning and characterization of the human prostanoid DP receptor.  |  Boie, Y., et al. 1995. J Biol Chem. 270: 18910-6. PMID: 7642548

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

15(R)-15-methyl Prostaglandin D2, 500 µg

sc-223169
500 µg
$72.00

15(R)-15-methyl Prostaglandin D2, 1 mg

sc-223169A
1 mg
$124.00