Epoxide hydrolase hydrolyses 13,14-epoxy-DPAn-3 to MaR1n-3 DPA or MaR2n-3 DPA

Stable Identifier
Reaction [transition]
Homo sapiens
Locations in the PathwayBrowser
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

In a reaction scheme similar to the one for DHA-derived maresins, 13,14(S)-epoxy-docosapentaenoic acid (13,14(S)-epoxy-DPAn-3) can be hydrolysed by an epoxide hydrolase to form either 7(R),14(S)-dihydroxy-docosapentaenoic acid (MaR1n-3 DPA) or 13,14(S)-dihydroxy-docosapentaenoic acid (MaR2n-3 DPA) (Dalli et al. 2013). MaR1n-3 DPA and MaR2n-3 DPA are named after maresin-1 (derived from DHA) as they share an alcohol group at C14 and are proposed to possess similar anti-inflammatory and proresolving potency and activity as maresin-1. With human leukocytes these n-3 DPA-SPMs reduced neutrophil chemotaxis, adhesion and enhanced macrophage phagocytosis (Dalli et al. 2013, Vik et al. 2017). The total chemical synthesis of MaR1n-3 DPA had been reported for the first time in 2014 (Tungen et al. 2014).

Literature References
PubMed ID Title Journal Year
23736886 Novel n-3 immunoresolvents: structures and actions

Serhan, CN, Colas, RA, Dalli, J

Sci Rep 2013
25225129 Total synthesis of the anti-inflammatory and pro-resolving lipid mediator MaR1n-3 DPA utilizing an sp(3) -sp(3) Negishi cross-coupling reaction

Serhan, CN, Hansen, TV, Tungen, JE, Aursnes, M, Arnardottir, H, Dalli, J

Chemistry 2014
Catalyst Activity

epoxide hydrolase activity of Epoxide hydrolase [cytosol]

Cite Us!