13,14-dihydro-15-keto Prostaglandin D2-d4 (Synonyms: 13,14dihydro15keto PGD2d4)

13,14-dihydro-15-keto Prostaglandin D₂-d₄ (13,14-dihydro-15-keto PGD₂-d₄) contains four deuterium atoms at the 3, 3', 4, and 4' positions. It is intended for use as an internal standard for the quantification of 13,14-dihydro-15-keto PGD₂ by GC- or LC-mass spectrometry. 13,14-dihydro-15-keto PGD₂ is a metabolite of PGD₂ which is formed through the 15-hydroxy PGDH pathway. 13,14-dihydro-15-keto PGD₂ was recently identified as a selective agonist for the CRTH2/DP₂ receptor.¹ It also inhibits ion flux in a canine colonic mucosa preparation.² In humans, 13,14-dihydro-15-keto PGD₂ is further metabolized to give 11β-hydroxy compounds which have also undergone β-oxidation of one or both side chains. Virtually no 13,14-dihydro-15-keto PGD₂ survives intact in the urine.^3,4

1.Rangachari, P.K., and Betti, P.A.Biological activity of metabolites of PGD2 on canine proximal colonAm. J. Physiol.264(5 Pt 1)G886-G894(1993) 2.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 CRTH2J. Exp. Med.193(2)255-261(2001) 3.Liston, T.E., and Roberts, L.J., IIMetabolic fate of radiolabeled prostaglandin D2 in a normal human male volunteerJ. Biol. Chem.260(24)13172-13180(1985) 4.Morrow, J.D., Prakash, C., Awad, J.A., et al.Quantification of the major urinary metabolite of prostaglandin D2 by a stable isotope dilution mass spectrometric assayAnal. Biochem.193(1)142-148(1991)