Reaction: Desaturation of eicosatetraenoyl-CoA to eicosapentaenoyl-CoA

- in pathway: alpha-linolenic acid (ALA) metabolism
Eicosatetraenoyl-CoA (ETA-CoA) is desaturated by an additional carbon-carbon bond to form 5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl-CoA (EPA-CoA, 5,8,11,14,17-20:5(n-3)). Delta-5-desaturase is required for this conversion. EPA-CoA has health benefits due to its anti-inflammatory actions. It is a precursor for the anti-inflammatory series-3 prostaglandins (PG), the series-5 leukotrienes (LT) and the series-3 thromboxanes (TA), which are anti-atherogenic and anti-thrombogenic (Ross et al. 2009).
Reaction - small molecule participants:
NAD+ [endoplasmic reticulum lumen]
H2O [endoplasmic reticulum lumen]
EPA-CoA [endoplasmic reticulum lumen]
O2 [endoplasmic reticulum lumen]
ETA-CoA [endoplasmic reticulum lumen]
NADH [endoplasmic reticulum lumen]
Reactome.org reaction link: R-HSA-2046089

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Reaction input - small molecules:
dioxygen
ChEBI:15379
(8Z,11Z,14Z,17Z)-icosatetraenoyl-CoA
ChEBI:63542
NADH(2-)
ChEBI:57945
Reaction output - small molecules:
NAD(1-)
ChEBI:57540
water
ChEBI:15377
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoyl-CoA
ChEBI:63539
Reactome.org link: R-HSA-2046089