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. 2020 Oct 29;10:18683. doi: 10.1038/s41598-020-75514-7

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© The Author(s) 2020

Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/.

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The postulated mechanism of POPC lipid bilayer oxidation. (I) The allylic hydrogen is abstracted by CPP derived reactive species and (II) with the addition of molecular oxygen, the hydroperoxyl radical is added in its place. (III) The hydroperoxyl radical can initiate the oxidation of neighboring lipid molecules to result in a hydroperoxy (OOH) group adjacent to the double bond. (IV) Oxidation of the OOH group results in lipid tail scission into a shortened acyl chain capped with the aldehyde (CHO) group. (V) Further oxidation of the shortened lipid molecule results in its replacement CHO with COOH. M_mi = monoisotopic mass.