Linoleic acid and squalene are oxidized by discrete oxidation mechanisms in human sebum

Ayano Ishikawa, Junya Ito, Naoki Shimizu, Shunji Kato, Eri Kobayashi, Hiroki Ohnari, Osamu Sakata, Eiji Naru, Kiyotaka Nakagawa

Research output: Contribution to journalArticlepeer-review

Abstract

Previous studies suggest that squalene (SQ) in sebum is oxidized by a photooxidation mechanism (i.e., singlet oxygen oxidation) to create SQ hydroperoxide (SQOOH), a compound that causes adverse skin conditions. However, oxidation of other lipids in sebum, such as linoleic acid (LA), has not been fully understood. Elucidating their oxidation, especially its mechanisms, may lead to a further understanding of the relationship between sebum oxidation and skin conditions. In this study, using HPLC–MS/MS, we aimed to detect LA hydroperoxide (LAOOH) directly from sebum and identify the oxidation mechanism of LA in sebum through analysis of LAOOH isomers. We developed extraction and HPLC–MS/MS analysis conditions that can sufficiently quantify each LAOOH isomer in sebum. Using this method, LAOOH was detected in samples from healthy individuals, demonstrating the presence of LAOOH in human sebum. Moreover, isomer analysis of LAOOH and SQOOH indicated that LA and SQ are oxidized in sebum by discrete oxidation mechanisms (LA oxidized by free radical oxidation, whereas SQ oxidized by singlet oxygen oxidation). Such results may further lead to the development of mechanism-specific ways to prevent oxidation of sebum via a selection of appropriate antioxidants, ultimately leading to the promotion of skin health.

Original languageEnglish
Pages (from-to)112-121
Number of pages10
JournalAnnals of the New York Academy of Sciences
Volume1500
Issue number1
DOIs
Publication statusPublished - 2021

Keywords

  • HPLC–MS/MS
  • linoleic acid hydroperoxide
  • lipid oxidation mechanisms
  • sebum
  • squalene hydroperoxide

ASJC Scopus subject areas

  • Neuroscience(all)
  • Biochemistry, Genetics and Molecular Biology(all)
  • History and Philosophy of Science

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