Biosynthesis of DPAn-3-derived protectins and resolvins

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R-HSA-9026286
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Homo sapiens
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The polyunsaturated fatty acid (PUFA) ω-3 cis-7,10,13,16,19-docosapentaenoic acid (DPAn-3) is an intermediate in the biosynthesis of docosahexaenoic acid (DHA) from eicosapentaenoic acid (EPA) and is also a precursor for the production of novel bioactive mediators. The proposed biosynthesis of resolvins and protectins derived from DPAn-3 is described here (Dalli et al. 2013, Hansen et al. 2017, Vik et al. 2017). 15-lipoxygenase oxygenates DPAn-3 to its 17(S) hydroperoxy epimer from which resolvins and protectins are formed via a combination of oxygenation, reduction and hydrolysis reactions (Dalli et al. 2013). The products of the ω-3 isomer were characterised based on docosahexaenoic acid (DHA)-derived resolvins and protectins (Serhan et al. 2002) and were demonstrated to have similar potent systemic anti-inflammatory and tissue protective actions as DHA-derived specialised proresolving mediators (SPMs) (Dalli et al. 2013). The same biosynthetic route as DHA-derived SPMs is probably how DPAn-3 products are also formed (Dalli et al. 2013).

Literature References
PubMed ID Title Journal Year
28602942 The novel lipid mediator PD1n-3 DPA: An overview of the structural elucidation, synthesis, biosynthesis and bioactions

Hansen, TV, Dalli, J, Serhan, CN

Prostaglandins Other Lipid Mediat. 2017
23736886 Novel n-3 immunoresolvents: structures and actions

Dalli, J, Colas, RA, Serhan, CN

Sci Rep 2013
28408222 Recent advances in the chemistry and biology of anti-inflammatory and specialized pro-resolving mediators biosynthesized from n-3 docosapentaenoic acid

Vik, A, Dalli, J, Hansen, TV

Bioorg. Med. Chem. Lett. 2017
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