15-deoxy-Δ12,14-Prostaglandin J2-d4

Description

15-deoxy-Δ^12,14-PGJ₂-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 15-deoxy-Δ^12,14-PGJ₂ by GC- or LC-mass spectrometry. 15-deoxy-Δ^12,14-Prostaglandin J₂ (15-deoxy-Δ^12,14-PGJ₂) is a metabolite of PGJ₂. 15-deoxy-Δ^12,14-PGJ₂ is formed from PGD₂ by the elimination of two molecules of water. It binds selectively to PPARγ with an EC₅₀ of 2 μM in a murine chimera system. 15-deoxy-Δ^12,14-PGJ₂ is more potent than PGD₂, Δ¹²-PGJ₂, and PGJ₂ in stimulating lipogenesis in C3H10T1/2 cells. The EC₅₀ for induction of adipocyte differentiation in cultured fibroblasts is 7 μM.

Uses

15-Deoxy-Δ-12,14-prostaglandin J2-d4 is the deuterium labeled 15-Deoxy-Δ-12,14-prostaglandin J2. 15-Deoxy-Δ-12,14-prostaglandin J2 (15d-PGJ2) is a cyclopentenone prostaglandin and a metabolite of PGD2. 15-Deoxy-Δ-12,14-prostaglandin J2 is a selective PPARγ (EC50 of 2 μM) and a covalent PPARδ agonist. 15-Deoxy-Δ-12,14-prostaglandin J2 promotes efficient differentiation of C3H10T1/2 fibroblasts to adipocytes with an EC50 of 7 μM[1][2].

References

[1] Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-216. DOI:10.1177/1060028018797110
[2] Reddy AT, et al. Identification and Molecular Characterization of Peroxisome Proliferator-Activated Receptor δ as a Novel Target for Covalent Modification by 15-Deoxy-Δ12,14-prostaglandin J2. CS Chem Biol. 2018 Dec 21;13(12):3269-3278. DOI:10.1021/acschembio.8b00584
[3] Kliewer SA1, et al. A prostaglandin J2 metabolite binds peroxisome proliferator-activated receptor gamma and promotes adipocyte differentiation. Cell. 1995 Dec 1;83(5):813-9. DOI:10.1016/0092-8674(95)90194-9