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13,14-dihydro-15-keto Prostaglandin D2-d4

Cayman Chemical Item Number 10007978

13,14-dihydro-15-keto PGD2-d4

13,14-dihydro-15-keto Prostaglandin D2-d4

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Description

13,14-dihydro-15-keto Prostaglandin D2-d4 (13,14-dihydro-15-keto PGD2-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 13,14-dihydro-15-keto PGD2 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

1 Rangachari, P.K., and Betti, P. Biological activity of metabolites of PGD2 on canine proximal colon. Am J Physiol 264 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. Metabolic fate of radiolabeled prostaglandin D2 in a normal human male volunteer. J Biol Chem 260 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 193 142-148 (1991).

Synonyms
  • 13,14-dihydro-15-keto PGD2-d4
Formal Name 9α-​hydroxy-​11,​15-​dioxo-​prost-​5Z-​en-​1-​oic-​3,​3,​4,​4-​d4 acid
Molecular Formula C20H28D4O5
Formula Weight 356.5
Formulation A solution in methyl acetate
Purity ≥99% deuterated forms (d1-d4)
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCCC(=O)​CC[C@H]​1C(=O)​CC(O)​C1C/C=C\CCCC(=O)​O

Background Reading

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

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 193 142-148 (1991).

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).

Liston, T.E., and Roberts, L.J. Metabolic fate of radiolabeled prostaglandin D2 in a normal human male volunteer. J Biol Chem 260 13172-13180 (1985).

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Size Price Quantity Subtotal
25 µg $97.00 $0.00
50 µg $184.00 $0.00
100 µg $349.00 $0.00
1 mg $2,716.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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13,14-dihydro-15-keto Prostaglandin D2
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FAQs

It appears that there is a heterogenous mixture of deuterated species in your deuterated standards; is this normal?

Yes, this is typical of our deuterated products. Our deuterated products contain less than 1 % d0. However, the labeled compounds are not 100% of the deuterated form listed on our product insert. For example, upon analysis of 2-arachidonoyl glycerol-d8 it is expected to see masses associated with the d7, d6, d5 etc.

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