An internal standard for the quantification of ent-8-iso-15(S)-PGF2α
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Unlabeled Version(s)
10010380ent-8-iso-15(S)-Prostaglandin F2α
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ent-8-iso-15(S)-Prostaglandin F2α-d9

Item No. 10011720

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
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
Synonyms
  • ent-8-iso-PGF2α-d9
  • ent-15-epi-F2t-Isoprostane-d9
Molecular Formula
C20H25D9O5
Formula Weight
363.5
Purity
≥99% deuterated forms (d1-d9)
Formulation
A 50 µg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
DMF: 100 mg/mlDMSO: 100 mg/mlEthanol: 100 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O[C@H](C[C@H](O)[C@H]1/C=C/[C@@H](O)CC([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])[C@@H]1C/C=C\CCCC(O)=O
InChi Code
InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17-,18+,19-/m0/s1/i1D3,2D2,3D2,6D2
InChi Key
PXGPLTODNUVGFL-DRHDCUJXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 µg

    $174

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    25 µg

    $412

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    50 µg

    $777

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    100 µg

    $1,378

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    Product Description

    ent-8-iso-15(S)-Prostaglandin F2α-d9 (ent-8-iso-15(S)-epi-PGF2α-d9) is intended for use as an internal standard for the quantification of ent-8-iso-15(S)-PGF2α (Item No. 10010380) by GC- or LC-MS. 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    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 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).