Reactome | ALOX15 dehydrogenates 17(S)-Hp-DHA to 16S,17S-epoxy-DHA

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

Stable Identifier

R-HSA-9024881

Type

Reaction [transition]

Species

Homo sapiens

Compartment

cytosol

ReviewStatus

5/5

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

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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).

Literature References

PubMed ID	Title	Journal	Year
26580578	Synthesis of the 16S,17S-Epoxyprotectin Intermediate in the Biosynthesis of Protectins by Human Macrophages Aursnes, M, Tungen, JE, Colas, RA, Vlasakov, I, Dalli, J, Serhan, CN, Hansen, TV	J. Nat. Prod.	2015
26878209	The Protectin PCTR1 Is Produced by Human M2 Macrophages and Enhances Resolution of Infectious Inflammation Ramon, S, Dalli, J, Sanger, JM, Winkler, JW, Aursnes, M, Tungen, JE, Hansen, TV, Serhan, CN	Am. J. Pathol.	2016
16424216	Anti-inflammatory actions of neuroprotectin D1/protectin D1 and its natural stereoisomers: assignments of dihydroxy-containing docosatrienes Serhan, CN, Gotlinger, K, Hong, S, Lu, Y, Siegelman, J, Baer, T, Yang, R, Colgan, SP, Petasis, NA	J. Immunol.	2006
17055291	Resolvin D1, protectin D1, and related docosahexaenoic acid-derived products: Analysis via electrospray/low energy tandem mass spectrometry based on spectra and fragmentation mechanisms Hong, S, Lu, Y, Yang, R, Gotlinger, KH, Petasis, NA, Serhan, CN	J. Am. Soc. Mass Spectrom.	2007
12590139	Novel docosatrienes and 17S-resolvins generated from docosahexaenoic acid in murine brain, human blood, and glial cells. Autacoids in anti-inflammation Hong, S, Gronert, K, Devchand, PR, Moussignac, RL, Serhan, CN	J. Biol. Chem.	2003