(+/-)19,20-DIHDOPE

Docosahexaenoic acid (DHA; Item No. 90310) is an essential fatty acid and the most abundant ω-3 fatty acid in neural tissues, especially in the retina and brain.1 (±)19(20)-DiHDPA is one of the major metabolites produced when DHA is incubated with NADPH-supplemented rat liver microsomes.2 DHA is also slowly metabolized by monkey seminal vesicles to (±)19(20)-DiHDPA.3 The route of production likely proceeds through cytochrome P450-catalyzed epoxidation at the ω-3 double bond, followed by conversion to the vicinal diols by epoxide hydrolase.2,3WARNING This product is not for human or veterinary use.

[1] SALEM N, KIM H Y, YERGEY J. CHAPTER 15 – DOCOSAHEXAENOIC ACID: MEMBRANE FUNCTION AND METABOLISM[C]. 1900: 0. DOI: 10.1016/b978-0-12-644360-8.50019-4
[2] M VANROLLINS. Oxidation of docosahexaenoic acid by rat liver microsomes.[J]. The Journal of Biological Chemistry, 1984, 259 9: 5776-5783.
[3] ERNST H. OLIW  Howard W S. Metabolism of polyunsaturated (n − 3) fatty acids by monkey seminal vesicles: isolation and biosynthesis of omega-3 epoxides[J]. Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism, 1991, 1086 3: Pages 287-294. DOI: 10.1016/0005-2760(91)90172-e
[4] RACHEL E WALKER. Effects of inflammation and soluble epoxide hydrolase inhibition on oxylipin composition of very low-density lipoproteins in isolated perfused rat livers.[J]. ACS Applied Bio Materials, 2021: e14480. DOI: 10.14814/phy2.14480