An internal standard for the quantification of 11β-PGF2α
Related Products
Alternative(s)
1000898911β-Prostaglandin F2α-d4
Unlabeled Version(s)
1652011β-Prostaglandin F2α
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11β-Prostaglandin F2α-d9

Item No. 18788

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(Z)-7-((1R,2R,3S,5S)-3,5-dihydroxy-2-((S,E)-3-hydroxyoct-1-en-1-yl-5,5,6,6,7,7,8,8,8-d9)cyclopentyl)hept-5-enoic acid
CAS Number
2738376-79-7
Synonyms
  • 9α,11β-PGF2α-d9
  • 11β-PGF2α-d9
  • 11-epi PGF2α-d9
Molecular Formula
C20H25D9O5
Formula Weight
363.5
Purity
≥99% deuterated forms (d1-d9)
Formulation
A 500 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O[C@@H]1[C@H](/C=C/[C@@H](O)CC([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])[C@@H](C/C=C\CCCC(O)=O)[C@@H](O)C1
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-YDWGSUTFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    11β-Prostaglandin F2α-d9 (11β-PGF2α-d9) is intended for use as an internal standard for the quantification of 11β-PGF2α (Item No. 16520) by GC- or LC-MS. 11β-PGF2α is the primary metabolite of PGD2 (Item No. 12010).1 It is formed from PGD2 via the NADPH-dependent aldo-keto reductase PGF synthase (PGFS; Item No. 10007940) in the liver or lung.2 11β-PGF2α induces contraction of isolated cat iris sphincter, which endogenously expresses high levels of PGF2α (FP) receptors, with an EC50 value of 0.045 µM.1 It also induces contraction of isolated human bronchial smooth muscle when used at concentrations ranging from 0.1 to 30 µM.3 11β-PGF2α (0.1 and 1 µM) induces phosphorylation of ERK and CREB, as well as increases the viability of MCF-7 breast cancer cells stably expressing the FP receptor when used at concentrations of 0.1 and 1 µM.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Giles, H., Bolofo, M.L., Lydford, S.J., et al. A comparative study of the prostanoid receptor profile of 9α 11 β-prostaglandin F2 and prostaglandin D2. Br. J. Pharmacol. 104(2), 541-549 (1991).

    2. Watanabe, K. Prostaglandin F synthase. Prostaglandins Other Lipid Mediat. 68-69, 401-407 (2002).

    3. Coleman, R.A., and Sheldrick, R.L.G. Prostanoid-induced contraction of human bronchial smooth muscle is mediated by TP-receptors. Br. J. Pharmacol. 96(3), 688-692 (1989).

    4. Yoda, T., Kikuchi, K., Miki, Y., et al. 11β-Prostaglandin F2α, a bioactive metabolite catalyzed by AKR1C3, stimulates prostaglandin F receptor and induces slug expression in breast cancer. Mol. Cell. Endocrinol. 413, 236-247 (2015).