Biosynthesis of E-series 18(S)-resolvins

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Homo sapiens
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Eicosapentaenoic acid (EPA), a major ω-3 polyunsaturated fatty acid (PUFA) found in fish oil is the source of E-series resolvins, one of the specialized proresolving mediators (SPMs) that show potent anti-inflammatory and pro-resolving actions (Molfino et al. 2017, Calder 2017). The initial transformation of EPA can be mediated by either cytochrome P450s and/or aspirin-acetylated cyclooxygenase-2, resulting in stereospecific formation of 18(R)- and 18(S) E-resolvins. Combinations of oxidation, reduction and hydrolysis reactions determine the type of E-resolvin formed (RvE1, RvE2 or RvE3) (Serhan & Petasis 2011). Aspirin acetylation of cyclooxygenase isoforms results in changed activities. Acetylation of cyclooxygenase-1 results in its inhibition and thereby halting production of inflammatory mediators. However, acetylation of cyclooxygenase-2 transforms its enzyme activity from a cyclooxygenase to a lipoxygenase, thereby blocking prostaglandin biosynthesis and, additionally, initiating the production of SPMs (Arita et al. 2005, Kyriakopoulos et al. 2017). The biosynthesis of 18(S) E-resolvins is described here.
Literature References
PubMed ID Title Journal Year
16112645 The contributions of aspirin and microbial oxygenase to the biosynthesis of anti-inflammatory resolvins: novel oxygenase products from omega-3 polyunsaturated fatty acids

Serhan, CN, Arita, M, Clish, CB

Biochem. Biophys. Res. Commun. 2005
28900017 Omega-3 fatty acids and inflammatory processes: from molecules to man

Calder, PC

Biochem. Soc. Trans. 2017
28573063 Alleviating Promotion of Inflammation and Cancer Induced by Nonsteroidal Anti-Inflammatory Drugs

Nagl, M, Baliou, S, Zoumpourlis, V, Kyriakopoulos, AM

Int J Inflam 2017
21766791 Resolvins and protectins in inflammation resolution

Serhan, CN, Petasis, NA

Chem. Rev. 2011
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