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

Stable Identifier
R-HSA-9024881
Type
Reaction [transition]
Species
Homo sapiens
Compartment
Locations in the PathwayBrowser
General
SVG |   | PPTX  | SBGN
Click the image above or here to open this reaction in the Pathway Browser
The layout of this reaction may differ from that in the pathway view due to the constraints in pathway layout

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
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
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
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
Participants
Participant Of
Catalyst Activity
Catalyst Activity
Title
arachidonate 15-lipoxygenase activity of ALOX15 [cytosol]
Physical Entity
Activity
Orthologous Events
Authored
Reviewed
Created
Cite Us!