An internal standard for the quantification of 13,14-dihydro-15-keto prostaglandin d2
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13,14-dihydro-15-keto Prostaglandin D2-d4

Item No. 10007978

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9α-hydroxy-11,15-dioxo-prost-5Z-en-1-oic-3,3,4,4-d4 acid
Synonyms
  • 13,14-dihydro-15-keto PGD2-d4
Molecular Formula
C20H28D4O5
Formula Weight
356.5
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 100 µg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 30 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 2 mg/ml
SMILES
O[C@@H](C1)[C@H](C/C=C\C([2H])([2H])C([2H])([2H])CC(O)=O)[C@@H](CCC(CCCCC)=O)C1=O
InChi Code
InChI=1S/C20H32O5/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/h4,7,16-18,22H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4-/t16-,17-,18+/m1/s1/i5D2,8D2
InChi Key
VSRXYLYXIXYEST-URWDITFUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $156

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    100 µg

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    Product Description

    13,14-dihydro-15-keto Prostaglandin D2-d4 (13,14-dihydro-15-keto PGD2-d4) is intended for use as an internal standard for the quantification of 13,14-dihydro-15-keto PGD2 (Item No. 12610) by GC- or LC-mass spectrometry. 13,14-dihydro-15-keto PGD2 is a metabolite of PGD2 which is formed through the 15-hydroxy PGDH pathway. 13,14-dihydro-15-keto PGD2 was recently identified as a selective agonist for the CRTH2/DP2 receptor.1 It also inhibits ion flux in a canine colonic mucosa preparation.2 In humans, 13,14-dihydro-15-keto PGD2 is further metabolized to give 11β-hydroxy compounds which have also undergone β-oxidation of one or both side chains. Virtually no 13,14-dihydro-15-keto PGD2 survives intact in the urine.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rangachari, P.K., and Betti, P.A. Biological activity of metabolites of PGD2 on canine proximal colon. Am. J. Physiol. 264(5 Pt 1), G886-G894 (1993).

    2. Hirai, H., Tanaka, K., Yoshie, O., et al. Prostaglandin D2 selectivity induces chemotaxis in T helper type 2 cells, eosinophils, and basophils via seven-transmembrane receptor CRTH2. J. Exp. Med. 193(2), 255-261 (2001).

    3. Liston, T.E., and Roberts, L.J., II Metabolic fate of radiolabeled prostaglandin D2 in a normal human male volunteer. The Journal of Biological Chemisty 260(24), 13172-13180 (1985).

    4. Morrow, J.D., Prakash, C., Awad, J.A., et al. Quantification of the major urinary metabolite of prostaglandin D2 by a stable isotope dilution mass spectrometric assay. Anal. Biochem. 193(1), 142-148 (1991).