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Cayman is a manufacturer, supplier, and vendor of biochemical reagents, assay kits, forensic chemistry standards, antibodies, and proteins for scientific research. Analytical testing services and custom synthesis are also available.

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

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iPF-IV

Cayman Chemical Item Number 16230

(CAS 190664-75-6)

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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 iPF-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-PGF, iPF-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-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 PGF: 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: 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 190664-75-6
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
InCHI Code
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​1S/C20H34O5/c1-2-3-6-10-16-17(19(23)​14-18(16)​22)​13-12-15(21)​9-7-4-5-8-11-20(24)​25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)​/b7-4-,13-12+/t15-,16+,17-,18+,19-/m0/s1
InCHI Key
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MZYZWZXTHYCVHQ-XNTKLVSTSA-N

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Size Price Quantity Subtotal
25 µg $109.00 $0.00
50 µg $207.00 $0.00
100 µg $392.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2015-03-04. 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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Cayman Chemical Company regularly evaluates our shipping methods to ensure product stability is maintained and our corporate environmental impact is minimized. Products selected for review are evaluated and shipping methods are certified by our Scientists. While occasionally our method of shipping a product may change, rest assured the shipping conditions on all Cayman Chemical products have been reviewed and validated.

Upon receipt, it is important to check the storage requirements of your products and place them at the appropriate temperature. Products shipped without ice may require frozen storage for long term stability.

Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

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