15-deoxy-δ12,14-Prostaglandin D2-d9

15-deoxy-δ^12,14-Prostaglandin D₂ (15-deoxy-δ^12,14-PGD₂-d₉) is intended for use as an internal standard for the quantification of 15-deoxy-δ^12,14-PGD₂ by GC- or LC-MS. 15-deoxy-δ^12,14-PGD₂ is a metabolite of PGD₂ .¹ It is an agonist of PGD₂ receptor 2 (DP₂) that binds DP₂ (K_i = 50 nM for the mouse receptor expressed in HEK293 cell membranes) and induces activation of eosinophils (EC₅₀ = 8 nM).^2,3 It also stimulates the recruitment of steroid receptor coactivator-1 (SRC-1) to peroxisome proliferator-activated receptor γ (PPARγ) and induces PPARγ-mediated transcription in a reporter assay when used at a concentration of 5 µM.¹ 15-deoxy-δ^12,14-PGD₂ is cytotoxic to L1210 murine leukemia cells (IC₅₀ = 0.3 µg/ml).⁴ It inhibits ADP-induced platelet aggregation (IC₅₀ = 320 ng/ml) less potently than PGD₂.⁵

1.SÖderstrÖm, M., Wigren, J., Surapureddi, S., et al.Novel prostaglandin D2-derived activators of peroxisome proliferator-activated receptor-γ are formed in macrophage cell culturesBiochim. Biophys. Acta1631(1)35-41(2003) 2.Hata, A.N., Zent, R., Breyer, M.D., et al.Expression and molecular pharmacology of the mouse CRTH2 receptorJ. Pharmacol. Exp. Ther.306(2)463-470(2003) 3.Monneret, G., Li, H., Vasilescu, J., et al.15-Deoxy-δ12,14-prostaglandins D2 and J2 are potent activators of human eosinophilsJ. Immunol.168(7)3563-3569(2002) 4.Forman, B.M., Tontonoz, P., Chen, J., et al.15-Deoxy-δ12,14-prostaglandin J2 is a ligand for the adipocyte determination factor PPARγCell83(5)803-812(1995) 5.Bundy, G.L., Morton, D.R., Peterson, D.C., et al.Synthesis and platelet aggregation inhibiting activity of prostaglandin D analoguesJ. Med. Chem.26(6)790-799(1983)