An internal standard for the quantification of 6-keto PGF1α
Related Products
Unlabeled Version(s)
152106-keto Prostaglandin F1α
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6-keto Prostaglandin F1α-d4

Item No. 315210

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-oxo-9α,11α,15S-trihydroxy-prost-13E-en-1-oic-3,3,4,4-d4 acid
CAS Number
82414-64-0
Synonyms
  • 6-keto PGF1α-d4
Molecular Formula
C20H30D4O6
Formula Weight
374.5
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 100 µg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: >100 mg/ml (from 6-keto PGF1a)DMSO: >50 mg/ml (from 6-keto PGF1a)Ethanol: >16 mg/ml (from 6-keto PGF1a)PBS pH 7.2: >3.3 mg/ml (from 6-keto PGF1a
SMILES
O[C@@H]1[C@H](CC(CC([2H])([2H])C([2H])([2H])CC(O)=O)=O)[C@@H](/C=C/[C@H](O)CCCCC)[C@H](O)C1
InChi Code
InChI=1S/C20H34O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-19,21,23-24H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+,19-/m0/s1/i5D2,6D2
InChi Key
KFGOFTHODYBSGM-GKZGVFJGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 µg

    $75

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    50 µg

    $142

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    100 µg

    $255

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    1 mg

    $1,796

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    Product Description

    6-keto Prostaglandin F1α-d4 (6-keto PGF1α-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 6-keto PGF1α (Item No. 15210) by GC- or LC-MS. 6-keto PGF1α is the inactive, non-enzymatic hydrolysis product of PGI2.1,2 6-keto PGF1α serves as a useful marker of PGI2 biosynthesis in vivo.3 When [3H]-PGI2 is injected into healthy human males, 6.6% of the radioactivity is recovered from urine as [3H]-6-keto PGF1α.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pace-Asciak, C.R. Isolation, structure, and biosynthesis of 6-ketoprostaglandin F1α in the rat stomach. J. Am. Chem. Soc. 98(8), 2348-2349 (1976).

    2. Johnson, R.A., Morton, D.R., Kinner, J.H., et al. The chemical structure of prostaglandin X (prostacyclin). Prostaglandins 12(6), 915-928 (1976).

    3. Brash, A.R., Jackson, E.K., Saggese, C.A., et al. Metabolic disposition of prostacyclin in humans. J. Pharmacol. Exp. Ther. 226(1), 78-87 (1983).

    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).

    Sasaki, A., Fukuda, H., Shiida, N., et al. Determination of ω-6 and ω-3 PUFA metabolites in human urine samples using UPLC/MS/MS. Anal. Bioanal. Chem. 407(6), 1625-1639 (2015).

    Rouzer, C.A., and Marnett, L.J. Glycerylprostaglandin synthesis by resident peritoneal macrophages in response to a zymosan stimulus. The Journal of Biological Chemisty 280(29), 26690-26700 (2005).