Reaction: Dehydrogenase dehydrogenates 13(R)-HDPAn-3 to 13-oxo-DPAn-3
- in pathway: Biosynthesis of electrophilic ω-3 PUFA oxo-derivatives
In activated macrophages, an unknown dehdyrogenase abstracts hydrogen from 13-hydroxy-docosapentaenoic acid (13(R)-HDPAn-3) to form the electrophilic oxo (EFOX)derivative 13-oxo-DPAn-3 (Groeger et al. 2010). Potential candidates are cellular dehydrogenases such as 3α-hydroxysteroid dehydrogenases (3α-HSDs), which can convert 13- and 17-HDHA into corresponding EFOXs in the presence of NAD(P)+ in vitro (supplementary data, Groeger et al. 2010) or 5- and 15-hydroxyeicosanoid dehydrogenases (5- and 15-HEDH), which convert LOX products to 5-and 15-oxoETE (Erlemann et al. 2007). EFOXs can act as peroxisome proliferator-activated receptor-γ (PPARγ) agonists and inhibit pro-inflammatory cytokine and nitric oxide production, confirming their anti-inflammatory actions (Groeger et al. 2010).
Reaction - small molecule participants:
13-oxo-DPAn-3 [cytosol]
NADPH [cytosol]
13(R)-HDPAn-3 [cytosol]
NADP+ [cytosol]
Reactome.org reaction link: R-HSA-9027598
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Reaction input - small molecules:
(7Z,10Z,13R,14E,16Z,19Z)-13-hydroxydocosapentaenoate
NADP(3-)
Reaction output - small molecules:
(7Z,10Z,14E,16Z,19Z)-13-oxodocosapentaenoic acid
NADPH(4-)
Reactome.org link: R-HSA-9027598