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The Role of n-3 PUFA-derived Fatty Acid Derivatives and Their Oxygenated Metabolites in the Modulation of Inflammation

Ian de Bus, Renger Witkamp, Han Zuilhof, Bauke Albada, Michiel Balvers

Prostaglandins Other Lipid Mediat. 2019 Oct;144:106351.

PMID: 31260750

Abstract:

Notwithstanding the ongoing debate on their full potential in health and disease, there is general consensus that n-3 PUFAs play important physiological roles. Increasing dietary n-3 PUFA intake results in increased DHA and EPA content in cell membranes as well as an increase in n-3 derived oxylipin and -endocannabinoid concentrations, like fatty acid amides and glycerol-esters. These shifts are believed to (partly) explain the pharmacological and anti-inflammatory effects of n-3 PUFAs. Recent studies discovered that n-3 PUFA-derived endocannabinoids can be further metabolized by the oxidative enzymes CYP-450, LOX and COX, similar to the n-6 derived endocannabinoids. Interestingly, these oxidized n-3 PUFA derived endocannabinoids of eicosapentaenoyl ethanolamide (EPEA) and docosahexaenoyl ethanolamide (DHEA) have higher anti-inflammatory and anti-proliferative potential than their precursors. In this review, an overview of recently discovered n-3 PUFA derived endocannabinoids and their metabolites is provided. In addition, the use of chemical probes will be presented as a promising technique to study the n-3 PUFA and n-3 PUFA metabolism within the field of lipid biochemistry.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP109001038 Eicosapentaenoyl ethanolamide Eicosapentaenoyl ethanolamide 109001-03-8 Price
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