Epoxide hydrolase hydrolyses 16(S),17(S)-epoxy-DPAn-3 to PD1n-3DPA or PD2n-3DPA

Stable Identifier
R-HSA-9026000
Type
Reaction [transition]
Species
Homo sapiens
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In neutrophils, an epoxide hydrolase can hydrolyse 16(S),17(S)-epoxy-docosapentaenoic acid (16(S),17(S)-epoxy-DPAn-3) to either 10(R),17(S)-dihydroxy-docosapentaenoic acid (PD1n-3DPA) or 16,17(S)-dihydroxy-docosapentaenoic acid (PD2n-3DPA) (Dalli et al. 2013). The formation of these protectins is supported by chemical synthesis experiments (Aursnes et al. 2014, Primdahl et al. 2017). These DPAn-3-derived protectins demonstrate potent anti-inflammatory activities together with pro-resolving actions, stimulating human macrophage phagocytosis and efferocytosis (Dalli et al. 2013, Aursnes et al. 2014, Primdahl et al. 2017, Gobbetti et al. 2017).

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

Dalli, J, Colas, RA, Serhan, CN

Sci Rep 2013
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
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Catalyst Activity
Title
epoxide hydrolase activity of Epoxide hydrolase [cytosol]
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