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

iPF2α-IV

Cayman Chemical Item Number 16230

(CAS 331962-00-6)

iPF2α-IV (CAS 331962-00-6)

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Description

Isoprostanes are prostaglandin (PG)-like products of free-radical induced lipid peroxidation.1 Although the isoprostanes derived from arachidonic acid are the best characterized, many other polyunsaturated fatty acids can form isoprostanes.2 iPF2α-IV is one of dozens of possible stereo- and regioisomeric isoprostanes which can be formed from arachidonic acid. To date, the most extensively studied of these is 8-isoprostane (8-epi-PGF2α, iPF2α-III).3,4 However, 8-isoprostane is a minor isoprostane constituent when compared to some of the other isomers which form in natural conditions of oxidative stress.5 iPF2α-IV is an isoprostane from the relatively unexplored Type IV isoprostanes. This class may prove to be better and/or more specific markers of oxidant injury, in addition to being produced in greater abundance than 8-isoprostane.

1 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).

2 Parchmann, S., and Mueller, M.J. Evidence for the formation of dinor isoprostanes E1 from α-linolenic acid in plants. J Biol Chem 273 32650-32655 (1998).

3 Delanty, N., Reilly, M., Pratico, D., et al. 8-Epi PGF2α: Specific analysis of an isoeicosanoid as an index of oxidant stress in vivo. Br J Clin Pharmacol 42 15-19 (1996).

4 Reilly, M.P., Barry, P., Lawson, J.A., et al. Urinary 8-epi PGF2α: An index of oxidant stress in vivo. Fibrinolysis & Proteolysis 11 81-84 (1997).

5 Waugh, R.J., Morrow, J.D., Roberts, L.J., et al. Identification and relative quantitation of F2-isoprostane regioisomers formed in vivo in the rat. Free Radic Biol Med 23 943-954 (1997).

Formal Name 5(S),​9α,​11α-​trihydroxy-​1α,​1β,​1γ-​trihomo-​18,​19,​20-​trinor-​8β-​prosta-​2Z,​6E-​dien-​1-​oic acid
CAS Number 331962-00-6
Molecular Formula C20H34O5
Formula Weight 354.5
Formulation A solution in acetonitrile
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCC[C@H]​1[C@H]​(O)​C[C@H]​(O)​[C@H]​1\C=C\[C@@H]​(O)​C/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).

Parchmann, S., and Mueller, M.J. Evidence for the formation of dinor isoprostanes E1 from α-linolenic acid in plants. J Biol Chem 273 32650-32655 (1998).

Reilly, M.P., Barry, P., Lawson, J.A., et al. Urinary 8-epi PGF2α: An index of oxidant stress in vivo. Fibrinolysis & Proteolysis 11 81-84 (1997).

Waugh, R.J., Morrow, J.D., Roberts, L.J., et al. Identification and relative quantitation of F2-isoprostane regioisomers formed in vivo in the rat. Free Radic Biol Med 23 943-954 (1997).

Delanty, N., Reilly, M., Pratico, D., et al. 8-Epi PGF2α: Specific analysis of an isoeicosanoid as an index of oxidant stress in vivo. Br J Clin Pharmacol 42 15-19 (1996).

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iPF2α-IV is available in the following screening library:

Size Price Quantity Subtotal
25 µg $109.00 $0.00
50 µg $207.00 $0.00
100 µg $392.00 $0.00
1 mg $3,052.00 $0.00
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Cart Total $0.00

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

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Pricing updated 2012-02-12. 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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