Reaction: ALOX15 oxidises DPAn-6 to 17(S)-HDPAn-6 and 10(S),17(S)-diHDPAn-6
- in pathway: Biosynthesis of DPAn-6 SPMs
Of the 5-, 12- and 15-lipoxygenases, 15-lipoxygenase is the most efficient enzyme in oxygenating docosapentaenoic acids DPAn-6 and DPAn-3 as well as docosahexaenoic acid (DHA) at efficiencies 100%, 85% and 50% respectively. The main products of DPAn-6 oxygenation were found to be 17(S)-hydroxy-DPAn-6 and (10(S),17(S)-dihydroxy-DPAn-6 (17(S)-HDPAn-6 and 10(S),17(S)-diHDPAn-6 respectively) (Dangi et al. 2009, 2010, Dobson et al. 2013, Dayaker et al. 2014). Tested in two animal models of acute inflammation (Dangi et al. 2010) and human peripheral mononuclear cells (Nauroth et al. 2010), both compounds possessed potent anti-inflammatory activity. These DPAn-6 products are analogous in structure and action to DHA (docosahexaenoic acid)-derived resolvins (Dangi et al. 2010).
Reaction - small molecule participants:
DPAn-6 [cytosol]
O2 [cytosol]
Reactome.org reaction link: R-HSA-9025152
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Reaction input - small molecules:
(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoic acid
dioxygen
Reaction output - small molecules:
Reactome.org link: R-HSA-9025152