Cayman Chemical | (±)13-HDoHE | Description • 13-hydroxy Docosahexaenoic Acid (CAS 90780-53-3)

33500 (±)13-HDoHE

13-hydroxy Docosahexaenoic Acid (CAS 90780-53-3)

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(±)13-HDoHE is an autoxidation product of docosahexaenoic acid (DHA) in vitro.^1,2 It is also produced from incubations of DHA in rat liver, brain, and intestinal microsomes.^3,4,5 Fresh water hydra was shown to metabolize DHA to 13(R)-HDoHE, presumably via the 11R-lipoxygenase activity.⁶ (±)13-HDoHE is a potential marker of oxidative stress in brain and retina where DHA is an abundant polyunsaturated fatty acid.

1 VanRollins, M., Murphy, R.C. Autooxidation of docosahexaenoic acid: Analysis of ten isomers of hydroxydocosahexaenoate. J Lipid Res 25 507-517 (1984).

2 Reynaud, D., Thickitt, C.P., Pace-Asciak, C.R. Facile preparation and structural determination of monohydroxy derivatives of docosahexaenoic acid (HDoHE) by α-tocopherol-directed autoxidation. Anal Biochem 214 165-170 (1993).

3 VanRollins, M., Baker, R.C., Sprecher, H., et al. Oxidation of docosahexaenoic acid by rat liver microsomes. J Biol Chem 259 5776-5783 (1984).

4 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).

5 Kim, H.Y., Karanian, J.W., Shingu, T., et al. Sterochemical analysis of hydroxylated docosahexaenoates produced by human platelets and rat brain homogenate. Prostaglandins 40 473-490 (1990).

6 Di Marzo, V., Gianfrani, C., De Petrocellis, L., et al. Polyunsaturated-fatty-acid oxidation in Hydra: Regioselectivity, substrate-dependent enantioselectivity and possible biological role. Biochem J 300 501-507 (1994).

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Pricing updated 2010-03-19.
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