An internal standard for the quantification of a PGE1 analog
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13,14-dihydro-15(R,S)-hydroxy-16,16-difluoro Prostaglandin E1-d4

Item No. 9000406

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-oxo-11α,15R,S-dihydroxy-16,16-difluoro-prostan-1-oic-3,3,4,4-d4 acid
Synonyms
  • 15-hydroxy Lubiprostone
Molecular Formula
C20H30D4F2O5
Formula Weight
396.5
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 100 µg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 5 mg/mlEthanol: 10 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
SMILES
O=C1[C@H](CCCC([2H])([2H])C([2H])([2H])CC(O)=O)[C@@H](CCC(O)C(F)(F)CCCC)[C@H](O)C1
InChi Code
InChI=1S/C20H34F2O5/c1-2-3-12-20(21,22)18(25)11-10-15-14(16(23)13-17(15)24)8-6-4-5-7-9-19(26)27/h14-15,17-18,24-25H,2-13H2,1H3,(H,26,27)/t14-,15-,17-,18?/m1/s1/i5D2,7D2
InChi Key
PNVYHTHOCKTJCO-OQCFKNQOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $84

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    50 µg

    $157

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    100 µg

    $295

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    1 mg

    $2,280

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    Product Description

    PGE1 is produced by the metabolism of dihomo-γ-linolenic acid (DGLA) by the cyclooxygenase pathway. PGE1 inhibits platelet aggregation (IC50 = 40 nM) and increases vasodilation.1,213,14-dihydro-16,16-difluoro PGE1 is a biologically active metabolite of PGE1, inhibiting platelet aggregation with comparable potency to the parent compound.3,2 The addition of two electron-withdrawing fluorine atoms, which should stabilize the molecule against hydrolytic cleavage, may be expected to delay degradation in vivo.4 13,14-dihydro-15(R,S)-hydroxy-16,16-difluoro PGE1-3,3’,4,4’-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 13,14-dihydro-15(R,S)-hydroxy-16,16-difluoro Prostaglandin E1 by GC- or LC-mass spectrometry (MS).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kobzar, G., Mardla, V., Järving, I., et al. Antiaggregating potency of E-type prostaglandins in human and rabbit platelets. Proc. Estonian Acad. Sci. Chem. 40(N3), 179-180 (1991).

    2. Westwick, J. The effect of pulmonary metabolites of prostaglandins E1, E2 and F2α on ADP-induced aggregation of human and rabbit platelets. Br. J. Pharmacol. 58(2), 297P-298P (1976).

    3. Peskar, B.A., Cawello, W., Rogatti, W., et al. On the metabolism of prostaglandin E1 administered intravenously to human volunteers. J. Physiol. Pharmacol. 42(3), 327-331 (1991).

    4. Hatano, Y., Kohli, J.D., Goldberg, L.I., et al. Vascular relaxing activity and stability studies of 10,10-difluoro-13,14-dehydroprostacyclin. Proc. Natl. Acad. Sci. USA 77(11), 6846-6850 (1980).