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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

8-iso-13,14-dihydro-15-keto Prostaglandin F2α

Cayman Chemical Item Number 16380

8-iso-13,14-dihydro-15-keto PGF2α (CAS 191919-02-5)

8-iso-13,14-dihydro-15-keto Prostaglandin F2α (CAS 191919-02-5)

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Description

8-iso-13,14-dihydro-15-keto Prostaglandin F2α (8-iso-13,14-dihydro-15-keto PGF2α) is a metabolite of the isoprostane, 8-isoprostane (8-iso PGF2α), in rabbits, monkeys and humans.1 8-iso PGF2α is a PG-like product of non-specific lipid peroxidation.2 In both humans and monkeys, exogenously infused 8-isoprostane is converted primarily to metabolites having 2 or 4 carbon atoms removed from the top side chain by β-oxidation.1 A similar pattern is observed when tritiated 8-isoprostane is infused into rabbits.3 Early in the infusion (within 10 minutes) 8-iso-13,14-dihydro-15-keto PGF2α was a significant component of the metabolite profile, which was comprised mostly of dinor 8-isoprostane metabolites. 8-iso-13,14-dihydro-15-keto PGF2α weakly inhibits the U-46619 or collagen-induced aggregation of human platelets, although a number of the E-series isoprostanes are much more potent in this assay.4

1 Chiabrando, C., Valagussa, A., Rivalta, C., et al. Identification and measurement of endogenous β-oxidation metabolites of 8-epi-prostaglandin F2a. J Biol Chem 274 1313-1319 (1999).

2 Morrow, J.D., Hill, K.E., Burk, R.F., et al. A series of prostaglandin F2-like compounds are produced in vivo in humans by a non-cyclooxygenase, free radical-catalyzed mechanism. Proc Natl Acad Sci USA 87 9383-9387 (1990).

3 Basu, S. Metabolism of 8-iso-prostaglandin F2α. FEBS Lett 428 32-36 (1998).

4 Cranshaw, J.H., Evans, T.W., and Mitchell, J.A. Charcterization of the effects of isoprostanes on platelet aggregation in human whole blood. Br J Pharmacol 132 1699-1706 (2001).

Synonyms
  • 8-iso-13,14-dihydro-15-keto PGF2α
Formal Name 9α,​11α-​dihydroxy-​15-​oxo-​(8β)-​prost-​5Z-​en-​1-​oic acid
CAS Number 191919-02-5
Molecular Formula C20H34O5
Formula Weight 354.5
Formulation A solution in methyl acetate
Purity >98%
Stability 1 year
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
SMILES
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CCCCCC(=O)​CC[C@H]​1C(O)​CC(O)​[C@H]​1C/C=C\CCCC(=O)​O

Background Reading

Morrow, J.D., Hill, K.E., Burk, R.F., et al. A series of prostaglandin F2-like compounds are produced in vivo in humans by a non-cyclooxygenase, free radical-catalyzed mechanism. Proc Natl Acad Sci USA 87 9383-9387 (1990).

Chiabrando, C., Valagussa, A., Rivalta, C., et al. Identification and measurement of endogenous β-oxidation metabolites of 8-epi-prostaglandin F2a. J Biol Chem 274 1313-1319 (1999).

Basu, S. Metabolism of 8-iso-prostaglandin F2α. FEBS Lett 428 32-36 (1998).

Cranshaw, J.H., Evans, T.W., and Mitchell, J.A. Charcterization of the effects of isoprostanes on platelet aggregation in human whole blood. Br J Pharmacol 132 1699-1706 (2001).

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8-iso-13,14-dihydro-15-keto Prostaglandin F2α is available in the following screening libraries:

Size Price Quantity Subtotal
50 µg $56.00 $0.00
100 µg $106.00 $0.00
500 µg $448.00 $0.00
1 mg $784.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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