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. 2012 Nov 12;13(11):14648–14666. doi: 10.3390/ijms131114648

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© 2012 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland.

This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0).

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Scheme 4 — Proposed reaction pathways for COX-catalyzed DGLA peroxidation. (A) COX/DGLA peroxidation via C-15 oxygenation; (B) COX/DGLA peroxidation via C-8 oxygenation (the first two steps are the same as with C-15 oxygenation). The radical products (labeled with the corresponding molecular formulas) can be trapped by POBN, thus are screened by LC/MS as the radical adducts POBN/_•C₆H₁₃O, POBN/_•C₅H₁₁, POBN/_•C₈H₁₅O₃, and POBN/_•C₇H₁₃O₂ with m/z of 296, 266, 354, 324, respectively. ξ: Radicals common to COX/AA and COX/DGLA peroxidation. ξ: Radical exclusive to COX/DGLA peroxidation. All of the major radical products can be observed in both cell-free reactions and cellular experiments [71].