Non-enzymatic hydrolysis hydrolyses 13(S),14(S)-epoxy-DHA to 7-epi-MaR1

Stable Identifier
Reaction [transition]
Homo sapiens
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Maresin 1 (MaR1, 7(R),14(S)-dihydroxy-docosahexaenoic acid) is the first identified maresin and displays potent anti-inflammatory and pro-resolving actions (Serhan et al. 2012, Chatterjee et al. 2014). MaR1 was found to inhibit proinflammatory mediator production by inhibiting LTA4 hydrolase, thereby shifting macrophage phenotype from proinflammatory mediator to proresolving mediator production (Dalli et al. 2013). A novel double dioxygenation product can also be formed by non-enzymatic hydrolysis of 13(R),154(S)-epoxy-DHA, namely 7(S),14(S)-dihydroxy-docosahexaenoic acid (7-epi-MaR1). Although 7-epi-MaR1 possesses some bioactivity, it displays lower anti-inflammatory and pro-resolving actions than MaR1 (Serhan et al. 2009).

Literature References
PubMed ID Title Journal Year
19103881 Maresins: novel macrophage mediators with potent antiinflammatory and proresolving actions

Serhan, CN, Yang, R, Martinod, K, Kasuga, K, Pillai, PS, Porter, TF, Oh, SF, Spite, M

J. Exp. Med. 2009
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