10006999  (±)-17,18-DiHETE

(±)17,18-dihydroxy-eicosa-5,8,11,14-Tetraenoic Acid

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Chemical structure definitions are available for many Cayman products. See Chemical Structure Database for details.

Eicosapentaenoic acid (EPA) is an ω-3 fatty acid abundantly available in marine organisms. 17,18-DiHETE is one of the major metabolites produced when EPA is incubated with various rat tissue homogenates or cynomolgus monkey seminal vesicles.1,2,3,4 The route of production of 17,18-DiHETE likely proceeds through cytochrome P450-catalyzed epoxidation at the ω-3 double bond followed by conversion to the vicinal diols by epoxide hydrolase. EPA is also metabolized preferentially by Gaeumannomyces graminis to 17,18-DiHETE.5
1  VanRollins, M., Frade, P.D., Carretero, O.A. Oxidation of 5,8,11,14,17-eicosapentaenoic acid by hepatic and renal microsomes. Biochim Biophys Acta 996 133-149 (1988).
2  Yamane, M., Abe, A., Yamane, S. High-performance liquid chromatography-thermospray mass spectrometry of epoxy polyunsaturated fatty acids and epoxyhydroxy polyunsaturated fatty acids from an incubation mixture of rat tissue homogenate. Journal of Chromatography B 652 123-136 (1994).
3  Oliw, E.H. Biosynthesis of 18(RD)-hydroxyeicosatetraenoic acid from arachidonic acid by microsomes of monkey seminal vesicles. Some properties of a novel fatty acid w3-hydroxylase and w3-epoxygenase. J Biol Chem 264(30) 17845-17853 (1989).
4  Oliw, E.H., Sprecher, H.W. Metabolism of polyunsaturated (n-3) fatty acids by monkey seminal vesicles: Isolation and biosynthesis of omega-3 epoxides. Biochim Biophys Acta 1086 287-294 (1991).
5  Brodowsky, I.D., Oliw, E.H. Metabolism of 18:2(n-3), 20:4(n-6), and 2-:5(n-3) by the fungus Gaeumannomyces graminis: Identification of metabolites formed by 8-hydroxylation and by w2 and w3 oxygenation. Biochim Biophys Acta 1124 59-65 (1992).


Purchase 10006999 (±)-17,18-DiHETE

Pricing is for North America only. Other customers should contact a distributor in their region.

This product is also available to buy in bulk quantities. Please contact our Sales Department for a quote or to purchase.

Cayman strives to be a reliable biochemical reagent vendor by providing the best possible products and services. To ask for assistance with one of our products please contact our Technical Help staff.

Warning This product is not for human or veterinary use.

Pricing updated 2010-03-19.
Prices are subject to change without notice.

Stability of this item is suitable for room temperature overnight shipping. If shipment on ice is desired, it must be requested when the order is placed.

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