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ent-8-iso-15(S)-Prostaglandin F2α-d9

Cayman Chemical Item Number 10011720

ent-8-iso-PGF2α-d9; ent-15-epi-F2t-Isoprostane-d9

ent-8-iso-15(S)-Prostaglandin F2α-d9

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Description

ent-8-iso-15(S)-Prostaglandin F2α-d9 (ent-8(S)-15-epi-PGF2α-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)-PGF2α 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)-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-PGF2α-d9
  • ent-15-epi-F2t-Isoprostane-d9
Formal Name 9β,​11β,​15S-​trihydroxy-​(12β)-​prosta-​5Z,​13E-​dien-​1-​oic acid-​17,​17,​18,​18,​19,​19,​20,​20,​20-​d9 acid
Molecular Formula C20H25D9O5
Formula Weight 363.5
Formulation A solution in acetonitrile
Purity ≥99% deuterated forms (d1-d9)
Stability 1 year
Storage -20°C
Shipping Wet ice 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).

Breuer, O., and Hammarström, S. Enzymatic conversion of leukotriene B4 to 6-trans-leukotriene B4 by rat kidney homogenates. Biochem Biophys Res Commun 142(3) 667-673 (1987).
Size Price Quantity Subtotal
10 µg $123.00 $0.00
25 µg $292.00 $0.00
50 µg $554.00 $0.00
100 µg $984.00 $0.00
Bulk Contact
Cart Total $0.00

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

Please contact our Sales Department for a quote or to purchase.

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-15(S)-Prostaglandin F2α
ent-8-iso Prostaglandin F2α
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FAQs

It appears that there is a heterogenous mixture of deuterated species in your deuterated standards; is this normal?

Yes, this is typical of our deuterated products. Our deuterated products contain less than 1 % d0. However, the labeled compounds are not 100% of the deuterated form listed on our product insert. For example, upon analysis of 2-arachidonoyl glycerol-d8 it is expected to see masses associated with the d7, d6, d5 etc.

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Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

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