Reactome | ALOX15 oxidises DPAn-3 to 17(S)-Hp-DPAn-3

ALOX15 oxidises DPAn-3 to 17(S)-Hp-DPAn-3

Stable Identifier

R-HSA-9026003

Type

Reaction [transition]

Species

Homo sapiens

Compartment

cytosol

ReviewStatus

5/5

Locations in the PathwayBrowser

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Metabolism (Homo sapiens)

- Metabolism of lipids (Homo sapiens)
  - Biosynthesis of specialized proresolving mediators (SPMs) (Homo sapiens)
    - Biosynthesis of DPA-derived SPMs (Homo sapiens)
      - Biosynthesis of DPAn-3 SPMs (Homo sapiens)
        
        Biosynthesis of DPAn-3-derived protectins and resolvins (Homo sapiens)
        
        ALOX15 oxidises DPAn-3 to 17(S)-Hp-DPAn-3 (Homo sapiens)

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ALOX15 oxidises DPAn-3 to 17(S)-Hp-DPAn-3

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At sites of injury, 15 lipoxygenase (ALOX15) can oxygenate ω-3 docosapentaenoic acid (DPAn-3) to form the 17(S) epimer 17(S)-hydroperoxy docosapentaenoic acid (17(S)-Hp-DPAn-3) in neutrophils (Dalli et al. 2013). The formations of individual hydroperoxy intermediates are supported by chemical synthesis experiments (Aursnes et al. 2014, Primdahl et al. 2017) and are the pivotal intermediates in the production of DPAn-3 derived protectins and resolvins.

Literature References

PubMed ID	Title	Journal	Year
23736886	Novel n-3 immunoresolvents: structures and actions Dalli, J, Colas, RA, Serhan, CN	Sci Rep	2013
24576195	Total synthesis of the lipid mediator PD1n-3 DPA: configurational assignments and anti-inflammatory and pro-resolving actions Aursnes, M, Tungen, JE, Vik, A, Colas, RA, Cheng, CY, Dalli, J, Serhan, CN, Hansen, TV	J. Nat. Prod.	2014
28980694	Stereocontrolled synthesis and investigation of the biosynthetic transformations of 16(S),17(S)-epoxy-PDn-3 DPA Primdahl, KG, Tungen, JE, De Souza, PRS, Colas, RA, Dalli, J, Hansen, TV, Vik, A	Org. Biomol. Chem.	2017