An internal standard for the quantification of 11β-13,14-dihydro-15-keto PGF2α
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11β-13,14-dihydro-15-keto Prostaglandin F2α-d9

Item No. 18787

Technical Information
Formal Name
(Z)-7-((1R,2R,3S,5S)-3,5-dihydroxy-2-(3-oxooctyl-5,5,6,6,7,7,8,8,8-d9)cyclopentyl)hept-5-enoic acid
CAS Number
2738376-88-8
Synonyms
  • 11β-13,14-dihydro-15-keto PGF2α-d9
  • 11-epi 13,14-dihydro-15-keto PGF2α-d9
Molecular Formula
C20H25D9O5
Formula Weight
Purity
≥99% deuterated forms (d1-d9)
A 500 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](C/C=C\CCCC(O)=O)[C@@H](CCC(CC([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=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/h4,7,16-19,22-23H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4-/t16-,17-,18+,19+/m1/s1/i1D3,2D2,3D2,6D2
InChi Key
VKTIONYPMSCHQI-SCKSEUPPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    Product Description

    11β-13,14-dihydro-15-keto Prostaglandin F2α-d9 (11β-13,14-dihydro-15-keto PGF2α-d9) is intended for use as an internal standard for the quantification of 11β-13,14-dihydro-15-keto PGF2α (Item No. 16540) by GC- or LC-MS. 11β-13,14-dihydro-15-keto PGF2α is a metabolite of prostaglandin D2 (PGD2; Item No. 12010) in the 15-hydroxy PGDH pathway.1,2 Infusion or inhalation of tritiated PGD2 in normal males results in the appearance of peak levels of both 11β-PGF2α, as the immediate product, and 11β-13,14-dihydro-15-keto PGF2α in the plasma within 10 minutes.1 Homogenates of human lung metabolize PGD2 first to 11β-PGF2α and then to 11β-15-keto-PGF2α in the presence of NAD+, but not 11β-13,14-dihydro-15-keto PGF2α.2 Guinea pig liver and kidney homogenates metabolize PGD2 to 11β-13,14-dihydro-15-keto PGF2α, via 11β-PGF2α, in the presence of NAD+ and NADP+.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Robinson, C., Hardy, C.C., and Holgate, S.T. The metabolism of prostaglandin D2 after inhalation or intravenous infusion in normal men. Biochim. Biophys. Acta 963(2), 151-161 (1988).

    2. Robinson, C., Herbert, C.A., Bedwell, S., et al. The metabolism of prostaglandin D2. Evidence for the sequential conversion by NADPH and NAD+ dependent pathways. Biochem. Pharmacol. 38(19), 3267-3271 (1989).