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tetranor-PGDM-d6 Exclusive

Cayman Chemical Item Number 10009039

tetranor-Prostaglandin D Metabolite-d6

tetranor-PGDM-d6

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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-PGF2α, 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

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

2 Hayaishi, O. Sleep-wake regulation by prostaglandins D2 and E2. J Biol Chem 263 14593-14596 (1988).

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

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

5 Song, W., Wang, M., Ricciotti, E., et al. Tetranor PGDM, an abundant urinary metabolite reflects biosynthesis of prostaglandin D2 in mice and humans. J Biol Chem 283(2) 1179-1188 (2008).

Synonyms
  • tetranor-Prostaglandin D Metabolite-d6
Formal Name 9α-​hydroxy-​11,​15-​dioxo-​2,​3,​4,​5-​tetranor-​prostan-​1,​20-​dioic acid-​17,​17,​18,​18,​19,​19-​d6
Molecular Formula C16H18O7D6
Formula Weight 334.4
Formulation A solution in methyl acetate
Purity ≥99% deuterated product
Stability 6 months
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
SMILES
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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

Background Reading

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

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

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

Song, W., Wang, M., Ricciotti, E., et al. Tetranor PGDM, an abundant urinary metabolite reflects biosynthesis of prostaglandin D2 in mice and humans. J Biol Chem 283(2) 1179-1188 (2008).

Hayaishi, O. Sleep-wake regulation by prostaglandins D2 and E2. J Biol Chem 263 14593-14596 (1988).

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tetranor-PGDM-d6 is available in the following screening library:

Size Price Quantity Subtotal
25 µg $199.00 $0.00
50 µg $378.00 $0.00
100 µg $716.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-25. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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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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