Linoleic acid and squalene are oxidized by discrete oxidation mechanisms in human sebum,Annals of the New York Academy of Sciences

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Linoleic acid and squalene are oxidized by discrete oxidation mechanisms in human sebum
Annals of the New York Academy of Sciences ( IF 4.1 ) Pub Date : 2021-05-31 , DOI: 10.1111/nyas.14615
Ayano Ishikawa ₁ , Junya Ito ₁ , Naoki Shimizu ₁ , Shunji Kato ₁ , Eri Kobayashi _{1,

2} , Hiroki Ohnari ₂ , Osamu Sakata ₂ , Eiji Naru ₂ , Kiyotaka Nakagawa ₁

Affiliation

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.

中文翻译：

亚油酸和角鲨烯通过人皮脂中的离散氧化机制被氧化

先前的研究表明，皮脂中的角鲨烯 (SQ) 通过光氧化机制（即单线态氧氧化）被氧化，产生 SQ 氢过氧化物 (SQOOH)，一种会导致不良皮肤状况的化合物。然而，尚未完全了解皮脂中其他脂质的氧化，例如亚油酸 (LA)。阐明它们的氧化，尤其是其机制，可能会导致进一步了解皮脂氧化与皮肤状况之间的关系。在本研究中，我们使用 HPLC-MS/MS，旨在直接从皮脂中检测 LA 氢过氧化物 (LAOOH)，并通过分析 LAOOH 异构体来确定皮脂中 LA 的氧化机制。我们开发了萃取和 HPLC-MS/MS 分析条件，可以充分量化皮脂中的每种 LAOOH 异构体。使用这种方法，在健康个体的样本中检测到 LAOOH，证明了人类皮脂中存在 LAOOH。此外，LAOOH 和 SQOOH 的异构体分析表明，LA 和 SQ 通过离散的氧化机制在皮脂中被氧化（LA 被自由基氧化氧化，而 SQ 被单线态氧氧化）。这样的结果可能会进一步导致通过选择适当的抗氧化剂来防止皮脂氧化的特定机制的发展，最终促进皮肤健康。

更新日期：2021-05-31

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