Cayman Chemical | 5-iPF2α-VI | Description • iPF2α-I (CAS 180469-63-0)

16300 5-iPF_2α-VI

iPF_2α-I (CAS 180469-63-0)

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• See more Eicosanoids; Fatty Acids; Free Radical; Isoprostanes; Lipid Mediators; Prostaglandins; Oxidative Injury

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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 iPF_2α-VI 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-PGF_2α, iPF_2α-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 iPF_2α-VI is an isoprostane from the unique Type VI class of isoprostanes. This class has been shown to be one of the major isoprostane products, in contrast to 8-isoprostane. In addition to being produced in greater abundance than 8-isoprostane, Type VI isoprostanes form internal lactones, which facilitates their extraction and purification from biological samples.^5,6,7,8

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., 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 PGF_2α: 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 PGF_2α: An index of oxidant stress in vivo. Fibrinolysis & Proteolysis 11 81-84 (1997).

5 Reilly, M.P., Pratico, D., Delanty, N., et al. Increased formation of distinct F₂ isoprostanes in hypercholesterolemia. Circulation 98 2822-2828 (1998).

6 Li, H., Lawson, J.A., Reilly, M., et al. Quantitative high performance liquid chromatography/tandem mass spectrometric analysis of the four classes of F2-isoprostanes in human urine. Proc Natl Acad Sci USA 96(23) 13381-13386 (1999).

7 Lawson, J.A., Li, H., Rokach, J., et al. Identification of two major F₂ isoprostanes, 8,12-iso- and 5-epi-8,12-iso-isoprostane F_2α-VI, in human urine. J Biol Chem 273 29295-29301 (1998).

8 Praticò, D., Barry, O.P., Lawson, J.A., et al. IPF_2α-I: An index of lipid peroxidation in humans. Proc Natl Acad Sci USA 95 3449-3454 (1998).

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Pricing updated 2010-03-14.
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