Reactome | Elongation of eicosapentaenoyl-CoA to docosapentaenoyl-CoA

Elongation of eicosapentaenoyl-CoA to docosapentaenoyl-CoA

Stable Identifier

R-HSA-2046100

Type

Reaction [transition]

Species

Homo sapiens

Compartment

endoplasmic reticulum membrane, endoplasmic reticulum lumen

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Elongation of eicosapentaenoyl-CoA to docosapentaenoyl-CoA

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Eicosapentaenoyl-CoA (EPA-CoA) is transformed to docosapentaenoyl-CoA (DPA-CoA/clupanodonic acid; 7,10,13,16,19-22:5(n-3)) by addition of two carbon atoms from malanoyl-CoA. This reaction is catalyzed by the enzymes ELOVL5/2 (Leonard et al. 2004). DPA is quite high in seal oil and may act as an anti-atherogenic factor. DPA has 10-fold greater endothelial cell migration ability than EPA, which is important in wound-healing processes. DPA may act as a precursor for production of the DPA-related D-series of resolvins or neuroprotectins (Kaur et al. 2011).

Literature References

PubMed ID	Title	Journal	Year
12323085	Eicosapentaenoic and docosapentaenoic acids are the principal products of alpha-linolenic acid metabolism in young men* Burdge, GC, Jones, AE, Wootton, SA	Br J Nutr	2002
12323090	Conversion of alpha-linolenic acid to eicosapentaenoic, docosapentaenoic and docosahexaenoic acids in young women Burdge, GC, Wootton, SA	Br J Nutr	2002
8832760	Docosapentaenoic acid (22:5, n-3), an elongation metabolite of eicosapentaenoic acid (20:5, n-3), is a potent stimulator of endothelial cell migration on pretreatment in vitro Kanayasu-Toyoda, T, Morita, I, Murota, S	Prostaglandins Leukot Essent Fatty Acids	1996