An internal standard for the quantification of tetranor-PGDM
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Unlabeled Version(s)
12850tetranor-PGDM
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tetranor-PGDM-d6

Item No. 10009039

Technical Information
Formal Name
9α-hydroxy-11,15-dioxo-2,3,4,5-tetranor-prostan-1,20-dioic acid-17,17,18,18,19,19-d6
CAS Number
1314905-92-4
Synonyms
  • tetranor-Prostaglandin D Metabolite-d6
Molecular Formula
C16H18O7D6
Formula Weight
Purity
≥99% deuterated forms (d1-d6)
Formulation
A 100 µg/ml solution in methyl acetate
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: Not stablePBS (pH 7.2): 1 mg/ml
SMILES
O[C@@H](C1)[C@H](CCC(O)=O)[C@@H](CCC(CC([2H])([2H])C([2H])([2H])C([2H])([2H])C(O)=O)=O)C1=O
InChi Code
InChI=1S/C16H24O7/c17-10(3-1-2-4-15(20)21)5-6-11-12(7-8-16(22)23)14(19)9-13(11)18/h11-12,14,19H,1-9H2,(H,20,21)(H,22,23)/t11-,12-,14+/m1/s1/i1D2,2D2,4D2
InChi Key
VNJBSPJILLFAIC-OSZDNXCMSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    tetranor-PGDM-d6 contains six deuterium atoms at the 17, 17', 18, 18', 19 and 19' positions. It is intended for use as an internal standard for the quantification of tetranor-PGDM by GC- or LC-mass spectrometry (MS). Prostaglandin D2 (PGD2) is synthesized by hematopoietic-type PGD-synthase (H-PGDS) in mast cells and is released in large quantities during allergic and asthmatic anaphylaxis.1 PGD2 is also produced in the brain by lipocalin PGD-synthase also known as β-trace.2,3 In the brain, PGD2 produces normal physiological sleep and lowering of body temperature.2,3 Further pharmacological actions include inhibition of platelet aggregation and relaxation of vascular smooth muscle.4 tetranor-PGDM is a major metabolite of PGD2 that is detectable in human and murine urine.5 The levels of tetranor-PGDM and 2,3-dinor-11b-PGF, a related PGD2 metabolite, in human urine were found to be 1.5 ± 0.3 and 0.6 ± ng/mg creatinine, respectively. tetranor-PGDM was detected in mouse urine at a level of 8.1 ± 1.3 ng/mg creatinine.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Roberts, L.J., II, and Sweetman, B.J. Metabolic fate of endogenously synthesized prostaglandin D2 in a human female with mastocytosis. Prostaglandins 30(3), 383-400 (1985).

    2. Hayaishi, O. Sleep-wake regulation by prostaglandins D2 and E2. The Journal of Biological Chemisty 263(29), 14593-14596 (1988).

    3. Onoe, H., Ueno, R., Fujita, I., et alProstaglandin D2, a cerebral sleep-inducing substance in monkeys. Proc. Natl. Acad. Sci. USA 85(11), 4082-4086 (1988).

    4. Giles, H., and Leff, P. The biology and pharmacology of PGD2. Prostaglandins 35(2), 277-300 (1988).

    5. Song, W.L., Wang, M., Ricciotti, E., et alTetranor PGDM, an abundant urinary metabolite reflects biosynthesis of prostaglandin D2 in mice and humans. The Journal of Biological Chemisty 283(2), 1179-1188 (2008).

    Product Citations

    Yang, J., Yamashita-Kanemaru, Y., Morris, B.I., et alAspirin prevents metastasis by limiting platelet TXA2 suppression of T cell immunity. Nature (2025).

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