An internal standard for the quantification of prostaglandin F2α
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Prostaglandin F2α-d4

Item No. 316010

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9α,11α,15S-trihydroxy-prosta-5Z,13E-dien-1-oic-3,3,4,4-d4 acid
CAS Number
34210-11-2
Synonyms
  • Dinoprost-d4
  • PGF2α-d4
Molecular Formula
C20H30D4O5
Formula Weight
358.5
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 100 µg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
10 mM Na2CO3: >6.5 mg/ml (from PGF2a)DMF: >100 mg/ml (from PGF2a)DMSO: >100 mg/ml (from PGF2a)Ethanol: >100 mg/ml (from PGF2a)PBS pH 7.2: >10 mg/ml (from PGF2a)
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)CCCCC)[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/i5D2,8D2
InChi Key
PXGPLTODNUVGFL-MKIWGZNBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 µg

    $50

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    50 µg

    $75

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    100 µg

    $139

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    500 µg

    $594

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    Product Description

    Prostaglandin F2α-d4 (PGF2α-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 PGF2α (Item No. 16010) by GC- or LC-mass spectrometry. PGF2α is a widely distributed prostaglandin occurring in many species.1,2,3 It causes contraction of vascular, bronchial, intestinal, and myometrial smooth muscle, and also exerts potent luteolytic activity.1 PGF2α exhibits its receptor mediated physiological activity at 50-100 nM.1 Maximal ovine myometrial contraction can be achieved at 125 nM PGF2α in vitro.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Samuelsson, B., Goldyne, M., Granström, E., et al. Prostaglandins and thromboxanes. Annu. Rev. Biochem. 47, 997-1029 (1978).

    2. Speroff, L., and Ramwell, P.W. Prostaglandins in reproductive physiology. Am. J. Obstet. Gynecol. 107(7), 1111-1130 (1970).

    3. Watanabe, K., Iguchi, Y., Iguchi, S., et al. Stereospecific conversion of prostaglandin D2 to (5Z,13E)-(15S)-9α,-11β,15-trihydroxyprosta-5,13-dien-1-oic acid (9α,11β-prostaglandin F2) and of prostaglandin H2 to prostaglandin F2α by bovine lung prostaglandin F synthase. Proc. Natl. Acad. Sci. USA 83(6), 1583-1587 (1986).

    4. Crankshaw, D.J., and Gaspar, V. Pharmacological characterization in vitro of prostanoid receptors in the myometrium of nonpregnant ewes. J. Reprod. Fertil. 103(1), 55-61 (1995).

    Product Citations

    Maric, J., Ravindran, A., Mazzurana, L., et al. Cytokine-induced endogenous production of prostaglandin D2 is essential for human group 2 innate lymphoid cell activation. J. Allergy Clin. Immunol. 143(6), 2202-2214 (2019).

    Sorgi, C.A., Peti, A.P.F., Petta, T., et al. Comprehensive high-resolution multiple-reaction monitoring mass spectrometry for targeted eicosanoid assays. Sci. Data 5, 180167 (2018).

    Lin, N., Shay, J.E.S., Xie, H., et al. Myeloid cell hypoxia-inducible factors promote resolution of inflammation in experimental colitis. Front. Immunol. 9(2565), (2018).