An internal standard for the quantification of (+)-fluprostenol
Related Products
Unlabeled Version(s)
16768Fluprostenol
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Fluprostenol-d4

Item No. 316767

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9α,11α,15R-trihydroxy-16-(3-(trifluoromethyl)phenoxy)-17,18,19,20-tetranor-prosta-5Z,13E-dien-1-oic-3,3,4,4-d4 acid
Synonyms
  • 16-m-trifluoromethylphenoxy tetranor Prostaglandin F2α-d4
Molecular Formula
C23H25D4F3O6
Formula Weight
462.5
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 500 µg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: >100 mg/mlDMSO: >100 mg/mlEthanol: >100 mg/mlPBS (7.2): 16 mg/ml
λmax
222, 280 nm
SMILES
O[C@@H]1[C@H](C/C=C\C([2H])([2H])C([2H])([2H])CC(O)=O)[C@@H](/C=C/[C@@H](O)COC2=CC=CC(C(F)(F)F)=C2)[C@H](O)C1
InChi Code
InChI=1S/C23H29F3O6/c24-23(25,26)15-6-5-7-17(12-15)32-14-16(27)10-11-19-18(20(28)13-21(19)29)8-3-1-2-4-9-22(30)31/h1,3,5-7,10-12,16,18-21,27-29H,2,4,8-9,13-14H2,(H,30,31)/b3-1-,11-10+/t16-,18-,19-,20+,21-/m1/s1/i2D2,4D2
InChi Key
WWSWYXNVCBLWNZ-YKZAICOVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 µg

    $50

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    100 µg

    $94

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    500 µg

    $387

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    Product Description

    Fluprostenol-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 fluprostenol by (Item No. 16768) GC- or LC-MS. Fluprostenol is a metabolically stable analog of prostaglandin F2α (PGF2α) with potent FP receptor agonist activity.1,2 It inhibits PGF2α binding to human and rat FP receptors with IC50 values of 3.5 and 7.5 nM, respectively.1,2 Fluprostenol is a much more potent luteolytic agent than PGF2α in rats with a minimum fully effective dose of 270 g/kg to terminate pregnancy.3 It is also an effective inhibitor of rat adipose precursor differentiation in primary cultures with an IC50 value of 3-10 x 10−11 M.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dukes, M., Russell, W., and Walpole, A.L. Potent luteolytic agents related to prostaglandin F2α. Nature 250(464), 330-331 (1974).

    2. Lake, S., Gullberg, H., Wahlqvist, J., et al. Cloning of the rat and human prostaglandin F2α receptors and the expression of the rat prostaglandin F2α receptor. FEBS Lett. 355(3), 317-325 (1994).

    3. Abramovitz, M., Boie, Y., Nguyen, T., et al. Cloning and expression of a cDNA for the human prostanoid FP receptor. The Journal of Biological Chemisty 269(4), 2632-2636 (1994).

    4. Serrero, G., and Lepak, N.M. Prostaglandin F2α receptor (FP receptor) agonists are potent adipose differentiation inhibitors for primary culture of adipocyte precursors in defined medium. Biochem. Biophys. Res. Commun. 233(1), 200-202 (1997).