ent-8-iso-15(S)-Prostaglandin F2α-d9 (Synonyms: ent-8-isoPGF2α-d9, ent-15-epi-F2t-Isoprostane-d9)

ent-8-iso-15(S)-Prostaglandin F_2α-d₉ (ent-8(S)-15-epi-PGF_2α-d₉) contains nine deuterium atoms at the 17, 17', 18, 18', 19, 19', 20, 20, and 20 positions. It is intended for use as an internal standard for the quantification of ent-8-iso-15(S)-PGF_2α by GC- or LC-mass spectrometry. Isoprostanes are produced by the non-enzymatic, free radical peroxidation of phospholipid-esterified arachidonic acid. They have been used as biomarkers of oxidative stress, but they also have been found to have potent biological activity. ent-8-iso-15(S)-PGF_2α is a potent vasoconstrictor of porcine retinal and brain microvessels with EC₅₀ values of 15 and 24 nM, respectively. ¹ This isoprostane is about ten-fold more potent than 8-iso-PGF_2α in a whole blood platelet aggregation inhibition assay.²

1.Hou, X., Robers, L.J., II, Gobeil, F., Jr., et al.Isomer-specific contractile effects of a series of synthetic F2-isoprostanes on retinal and cerebral microvasculatureFree Radical Biology & Medicine36(2)163-172(2004) 2.Shizuka, M., and Snapper, M.L.Selective synthesis of ent-15-epi-F2t-isoprostane and a deuterated derivativeSynthesis152397-2403(2007)