Reaction: ALOX15 dehydrogenates 17(S)-Hp-DHA to 16S,17S-epoxy-DHA

- in pathway: Biosynthesis of DHA-derived SPMs
Instead of undergoing a second oxygenation (to form PDX), the hydroperoxide intermediate 17(S)-Hp-DHA undergoes a hydrogen abstraction by 15-lipoxygenase (ALOX15) to form an intermediate epoxide, 16S,17S-epoxy-DHA (Hong et al. 2003, Serhan et al. 2006, Hong et al. 2007, Aursnes et al. 2015). This epoxide has now proved to be the precursor for the production of (neuro)protectin D1 ((N)PD1) as well as production of protectin conjugates in tissue regeneration (PCTRs) (Dalli et al. 2015, Ramon et al. 2016, Aursnes et al. 2015).
Reaction - small molecule participants:
NADPH [cytosol]
16S,17S-epoxy-DHA [cytosol]
NADP+ [cytosol]
17(S)-Hp-DHA [cytosol]
Reactome.org reaction link: R-HSA-9024881

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Reaction input - small molecules:
NADP(3-)
ChEBI:58349
(4Z,7Z,10Z,13Z,15E,17S,19Z)-17-hydroperoxydocosahexaenoic acid
ChEBI:136113
Reaction output - small molecules:
NADPH(4-)
ChEBI:57783
(16S,17S)-epoxy-(4Z,7Z,10Z,12E,14E,19Z)-docosahexaenoic acid
ChEBI:140225
Reactome.org link: R-HSA-9024881