An internal standard for the quantification of PGF
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Unlabeled Version(s)
15010Prostaglandin F1α
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Prostaglandin F-d9

Item No. 10008665

Technical Information
Formal Name
9α,11α,15S-trihydroxy-prost-13E-en-1-oic-17,17,18,18,19,19,20,20,20-d9 acid
CAS Number
1542166-81-3
Synonyms
  • PGF-d9
Molecular Formula
C20H27D9O5
Formula Weight
Purity
≥99% deuterated forms (d1-d9)
Formulation
A 100 µg/ml solution in methyl acetate
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O[C@@H]1[C@H](CCCCCCC(O)=O)[C@@H](/C=C/[C@@H](O)CC([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])[C@H](O)C1
InChi Code
InChI=1S/C20H36O5/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/h12-13,15-19,21-23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,18-,19+/m0/s1/i1D3,2D2,3D2,6D2
InChi Key
DZUXGQBLFALXCR-XNRKUTMYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Prostaglandin F-d9 (PGF.-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 PGF by GC- or LC-mass spectrometry. PGF is the putative metabolite of dihomo-γ-linolenic acid (DGLA) via the cyclooxygenase (COX) pathway. Both PGF and PGF have been shown to act as priming pheromones for male Atlantic salmon with a threshold concentration of 10-11 M.1 PGF binds to the ovine corpus luteum FP receptor at only 8% of the relative potency of PGF.2 It is only half as active as PGF in inducing human respiratory smooth muscle contractions in vitro.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Moore, A., and Waring, C.P. Electrophysiological and endocrinological evidence that F-series prostaglandins function as priming pheromones in mature male Atlantic salmon (Salmo salar) PARR. J. Exp. Biol. 199(Pt 10), 2307-2316 (1996).

    2. Balapure, A.K., Rexroad, C.E., Jr., Kawada, K., et alStructural requirements for prostaglandin analog interaction with the ovine corpus luteum prostaglandin F receptor. Biochem. Pharmacol. 38(14), 2375-2381 (1989).

    3. Karim, S.M.M., Adaikan, P.G., and Kottegoda, S.R. Prostaglandins and human respiratory tract smooth muscle: Structure activity relationship. Adv. Prostaglandin Thromboxane Res. 7, 969-980 (1980).