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ent-8-iso-15(S)-Prostaglandin F2α

Cayman Chemical Item Number 10010380

ent-8-iso-15-epi-PGF2α; ent-15-epi-F2t-Isoprostane

ent-8-iso-15(S)-Prostaglandin F2α

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Description

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)-Prostaglandin F2α (ent-8-iso-15(S)-PGF2α) 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-PGF2α in a whole blood platelet aggregation inhibition assay.2

1 Hou, X., Robers, L.J.I., Gobeil, F., et al. Isomer-specific contractile effects of a series of synthetic F2-isoprostanes on retinal and cerebral microvasculature. Free Radic Biol Med 36(2) 163-172 (2004).

2 Shizuka, M., and Snapper, M.L. Selective synthesis of ent-15-epi-F2t-isoprostane and a deuterated derivative. Synthesis 15 2397-2403 (2007).

Synonyms
  • ent-8-iso-15-epi-PGF2α
  • ent-15-epi-F2t-Isoprostane
Formal Name 9β,​11β,​15S-​trihydroxy-​(12β)-​prosta-​5Z,​13E-​dien-​1-​oic acid
Molecular Formula C20H34O5
Formula Weight 354.5
Formulation A solution in acetonitrile
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCC(O)​/C=C/C1[C@@H]​(O)​C[C@@H]​(O)​C1C/C=C\CCCC(=O)​O

Background Reading

Hou, X., Robers, L.J.I., Gobeil, F., et al. Isomer-specific contractile effects of a series of synthetic F2-isoprostanes on retinal and cerebral microvasculature. Free Radic Biol Med 36(2) 163-172 (2004).

Shizuka, M., and Snapper, M.L. Selective synthesis of ent-15-epi-F2t-isoprostane and a deuterated derivative. Synthesis 15 2397-2403 (2007).
Size Price Quantity Subtotal
25 µg $94.00 $0.00
50 µg $179.00 $0.00
100 µg $338.00 $0.00
1 mg $2,632.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-05-25. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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ent-8-iso Prostaglandin F2α
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