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2,3-dinor-6-keto Prostaglandin F-d9 (sodium salt)

Cayman Chemical Item Number 9000462

2,3-dinor-6-keto PGF-d9 (sodium salt)

2,3-dinor-6-keto Prostaglandin F1α-d9 (sodium salt)

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Description

An internal standard for the quantification of 2,3-dinor-6-keto Prostaglandin F by GC- or LC-MS. 2,3-dinor-6-keto prostaglandin F (2,3-dinor-6-keto PGF) is the β-oxidation product of 6-keto PGF and the major urinary metabolite of PGI2 in humans.1,2 2,3-dinor-6-keto PGF makes up 23% of the recovered radioactivity in urine after administration of labeled 6-keto PGF and 20.5% after administration of labeled PGI2.2 In healthy human subjects, the average excreted 2,3-dinor-6-keto PGF level is ~100 pg/mg creatinine.3

1 Fitzgerald, G.A., Lawson, J., Blair, I.A., et al. Analysis of urinary metabolites of thromboxane and prostacyclin by negative-ion chemical-ionization gas chromatography/mass spectrometry. Adv Prostaglandin Thromboxane Leukot Res 15 87-90 (1985).

2 Rosenkranz, B., Fischer, C., Reimann, I., et al. Identification of the major metabolite of prostacyclin and 6-ketoprostaglandin F in man. Biochim Biophys Acta 619 207-213 (1980).

3 Wennmalm Å, Benthin, G., Granström, E.F., et al. 2,3-Dinor metabolites of thromboxane A2 and prostacyclin in urine from healthy human subjects: Diurnal variation and relation to 24h excretion. Clin Sci 83 461-465 (1992).

Synonyms
  • 2,3-dinor-6-keto PGF1α-d9 (sodium salt)
Formal Name 6-​oxo-​9α,​11α,​15S-​trihydroxy-​2,​3-​dinor-​prost-​13E-​en-​1-​oic 15,​15,​16,​16,​17,​17,​18,​18,​18-​d9 acid,​ sodium salt
Molecular Formula C18H20D9O6 · Na
Formula Weight 373.5
Formulation A solution in methanol
Purity ≥99% deuterated forms (d1-d9)
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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O[C@@H]​1[C@H]​(CC(CCC([O-]​)​=O)​=O)​[C@@H]​(/C=C/[C@@H]​(O)​CC([2H]​)​([2H]​)​C([2H]​)​([2H]​)​C([2H]​)​([2H]​)​C([2H]​)​([2H]​)​[2H]​)​[C@H]​(O)​C1.[Na+]​

Background Reading

Rosenkranz, B., Fischer, C., Reimann, I., et al. Identification of the major metabolite of prostacyclin and 6-ketoprostaglandin F in man. Biochim Biophys Acta 619 207-213 (1980).

Wennmalm Å, Benthin, G., Granström, E.F., et al. 2,3-Dinor metabolites of thromboxane A2 and prostacyclin in urine from healthy human subjects: Diurnal variation and relation to 24h excretion. Clin Sci 83 461-465 (1992).

Fitzgerald, G.A., Lawson, J., Blair, I.A., et al. Analysis of urinary metabolites of thromboxane and prostacyclin by negative-ion chemical-ionization gas chromatography/mass spectrometry. Adv Prostaglandin Thromboxane Leukot Res 15 87-90 (1985).

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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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