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. Author manuscript; available in PMC: 2016 Apr 1.
Published in final edited form as: Biochim Biophys Acta. 2014 Aug 17;1851(4):397–413. doi: 10.1016/j.bbalip.2014.08.006

Figure 5. Comparison of Mechanisms in Protectin and Maresin Biosynthesis.

Figure 5

Proton abstraction of the 17S hydroperoxide pictured above or the 14S hydroperoxide pictured below forms the 16S, 17S epoxide and 13S, 14S epoxide respectively. Enzymecatalyzed formation of a rigid carbonium cation intermediate from the respective epoxides undergoes a stereospecific attack by oxygen from a water molecule. This enzyme-catalyzed hydrolysis affords predominantly the R insertion of oxygen from water at the 10 position in the upper protectin pathway and at the 7 position in the lower maresin pathway.