Reaction: Elongation of eicosapentaenoyl-CoA to docosapentaenoyl-CoA
- in pathway: alpha-linolenic acid (ALA) metabolism
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).
Reaction - small molecule participants:
H2O [endoplasmic reticulum lumen]
NADP+ [endoplasmic reticulum lumen]
DPA-CoA [endoplasmic reticulum lumen]
CoA-SH [endoplasmic reticulum lumen]
CO2 [endoplasmic reticulum lumen]
Malonyl-CoA [endoplasmic reticulum lumen]
EPA-CoA [endoplasmic reticulum lumen]
NADPH [endoplasmic reticulum lumen]
Reactome.org reaction link: R-HSA-2046100
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Reaction input - small molecules:
malonyl-CoA(5-)
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA
NADPH
Reaction output - small molecules:
water
NADP(+)
(7Z,10Z,13Z,16Z,19Z)-docosapentaenoyl-CoA
coenzyme A(4-)
carbon dioxide
Reactome.org link: R-HSA-2046100