Reactome | Biosynthesis of DPAn-3-derived protectins and resolvins

Biosynthesis of DPAn-3-derived protectins and resolvins

Stable Identifier

R-HSA-9026286

Type

Pathway

Species

Homo sapiens

ReviewStatus

5/5

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Biosynthesis of DPAn-3-derived protectins and resolvins

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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
23736886	Novel n-3 immunoresolvents: structures and actions Dalli, J, Colas, RA, Serhan, CN	Sci Rep	2013
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
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