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Biosynthesis of DPAn-3-derived maresins
Stable Identifier
R-HSA-9026290
Type
Pathway
Species
Homo sapiens
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 maresins (Homo sapiens)
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The polyunsaturated fatty acid (PUFA) ω-3 cis-7,10,13,16,19-docosapentaenoic acid (DPAn-3) is an intermediate in the biosynthesis of docosahexaenoic acid (DHA) from eicosapentaenoic acid (EPA) and is also a precursor for the production of novel bioactive mediators.The proposed biosynthesis of maresins derived from DPAn-3 is described here (Dalli et al. 2013, Hansen et al. 2017, Vik et al. 2017). 12-lipoxygenase oxygenates DPAn-3 to its 14(S) hydroperoxy epimer from which maresins are formed via a combination of oxygenation, reduction and hydrolysis reactions (Dalli et al. 2013). The products of the ω-3 isomer were characterised based on docosahexaenoic acid (DHA)-derived maresins (Serhan et al. 2015) and were demonstrated to have similar potent systemic anti-inflammatory and tissue protective actions as DHA-derived specialised proresolving mediators (SPMs) (Dalli et al. 2013). The same biosynthetic route as DHA-derived SPMs is probably how DPAn-3 products are also formed (Dalli et al. 2013).
Literature References
PubMed ID
Title
Journal
Year
23736886
Novel n-3 immunoresolvents: structures and actions
Serhan, CN
,
Colas, RA
,
Dalli, J
Sci Rep
2013
28408222
Recent advances in the chemistry and biology of anti-inflammatory and specialized pro-resolving mediators biosynthesized from n-3 docosapentaenoic acid
Hansen, TV
,
Vik, A
,
Dalli, J
Bioorg. Med. Chem. Lett.
2017
Participants
Events
ALOX12:Fe2+ oxidises DPAn-3 to 14(S)-Hp-DPAn-3
(Homo sapiens)
ALOX12:Fe2+ dehydrogenates 14(S)-Hp-DPAn-3 to 13,14-epoxy-DPAn-3
(Homo sapiens)
ALOX5 oxidises 14(S)-Hp-DPAn-3 to MaR3n-3 DPA
(Homo sapiens)
Epoxide hydrolase hydrolyses 13,14-epoxy-DPAn-3 to MaR1n-3 DPA or MaR2n-3 DPA
(Homo sapiens)
DPAn-3 maresins translocate from cytosol to extracellular region
(Homo sapiens)
Participates
as an event of
Biosynthesis of DPAn-3 SPMs (Homo sapiens)
Event Information
Go Biological Process
lipoxygenase pathway (0019372)
Orthologous Events
Biosynthesis of DPAn-3-derived maresins (Bos taurus)
Biosynthesis of DPAn-3-derived maresins (Canis familiaris)
Biosynthesis of DPAn-3-derived maresins (Danio rerio)
Biosynthesis of DPAn-3-derived maresins (Dictyostelium discoideum)
Biosynthesis of DPAn-3-derived maresins (Gallus gallus)
Biosynthesis of DPAn-3-derived maresins (Mus musculus)
Biosynthesis of DPAn-3-derived maresins (Rattus norvegicus)
Biosynthesis of DPAn-3-derived maresins (Sus scrofa)
Biosynthesis of DPAn-3-derived maresins (Xenopus tropicalis)
Cross References
BioModels Database
BIOMD0000000106
Authored
Jassal, B (2017-10-19)
Reviewed
Hansen, TV (2018-02-21)
Created
Jassal, B (2017-10-19)
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