CYP1, CYP2 hydroxylate (N)PD1 to 22-OH-(N)PD1

Stable Identifier
Reaction [transition]
Homo sapiens
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Protectin D1, identified as (N)PD1 (N signifies neuroprotectin when produced in neural tissues), is a natural product derived from docosahexaenoic acid (DHA) through the actions of 15 lipoxygenase followed by enzymatic hydrolysis by an unidentified hydrolase. (N)PD1 is one of the specialized proresolving mediators (SPMs) that show potent anti inflammatory and pro resolving actions (Molfino et al. 2017, Balas & Durand 2016). (N)PD1 has been the subject of many pharmacological studies for the development of potential new anti inflammatory drugs. The 22 hydroxylated metabolite of (N)PD1 (here signified as 22 OH (N)PD1) has been shown to exhibit potent pro resolving actions by inhibiting PMN chemotaxis in vivo with mice and in vitro with human cells and decreases pro inflammatory mediator levels in inflammatory exudates. These observations were comparable to those of its precursor (N)PD1 (Tungen et al. 2014). 22 OH (N)PD1 is most likely formed by the action of CYP1 monooxygenases, just like for some other SPMs (Divanovic et al. 2013).
Literature References
PubMed ID Title Journal Year
23956430 Contributions of the three CYP1 monooxygenases to pro-inflammatory and inflammation-resolution lipid mediator pathways

Boespflug, ND, Serhan, CN, Stankiewicz, TE, Gálvez-Peralta, M, Flick, LM, Karp, CL, Jorge-Nebert, LF, Fitzgerald, JM, Divanovic, S, Dalli, J, Nebert, DW, Somarathna, M

J. Immunol. 2013
25247845 Synthesis and anti-inflammatory and pro-resolving activities of 22-OH-PD1, a monohydroxylated metabolite of protectin D1

Serhan, CN, Colas, RA, Ramon, S, Hansen, TV, Tungen, JE, Vik, A, Aursnes, M, Dalli, J

J. Nat. Prod. 2014
Catalyst Activity

monooxygenase activity of CYP1A1, CYP1A2 [endoplasmic reticulum membrane]

Orthologous Events
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