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含硫氨基酸对界面脂质臭氧氧化的增强保护作用。

Enhanced protection for interfacial lipid ozonolysis by sulfur-containing amino acids.

机构信息

School of Marine Science and Technology, Harbin Institute of Technology at Weihai, Weihai, Shandong 264209, China; State Key Laboratory of Urban Water Resource and Environment, Harbin Institute of Technology, Harbin, Heilongjiang 150090, China.

School of Marine Science and Technology, Harbin Institute of Technology at Weihai, Weihai, Shandong 264209, China; Marine College, Shandong University, Weihai, Shandong 264209, China.

出版信息

J Colloid Interface Sci. 2025 Jan;677(Pt A):244-249. doi: 10.1016/j.jcis.2024.07.217. Epub 2024 Jul 28.

DOI:10.1016/j.jcis.2024.07.217
PMID:39094485
Abstract

Sulfur-containing amino acids have been proposed as drugs for lipid oxidation associated with diseases for a long time, but the molecular-level mechanism on the effectiveness of sulfur-containing amino acids against lipid oxidation remains elusive. In this work, with the interfacial sensitivity mass spectrometry method, oxidation of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphatidylglycerol (POPG), a widely used model lipid, was significantly inhibited on hung droplet surface in presence of sulfur-containing amino acids, such as cysteine (Cys) and methionine (Met). Both the Cys and Met showed a self-sacrificing protection. The amino acids with -S-R tails (R referring to methyl or t-butyl group) showed more effective against POPG oxidation than those with -SH tails, and this process was not related to the conformations of amino acids. The low effectiveness of Cys during the interfacial chemistry was proved to arise from the formation of disulfide bond. This study extends the current understanding of chemistry of sulfur-containing amino acids and provides insights to aid the sulfur-containing amino acids against cell oxidation.

摘要

含硫氨基酸长期以来一直被提议作为与疾病相关的脂质氧化的药物,但含硫氨基酸对脂质氧化的有效性的分子水平机制仍不清楚。在这项工作中,我们采用界面敏感质谱方法,在含硫氨基酸(如半胱氨酸(Cys)和蛋氨酸(Met))存在的情况下,显著抑制了悬滴表面上广泛使用的模型脂质 1-棕榈酰-2-油酰-sn-甘油-3-磷脂酰甘油(POPG)的氧化。Cys 和 Met 都表现出自牺牲保护。具有 -S-R 尾巴(R 指甲基或叔丁基)的氨基酸比具有 -SH 尾巴的氨基酸对 POPG 氧化更有效,并且该过程与氨基酸的构象无关。界面化学中 Cys 的低效率被证明是由于形成二硫键。这项研究扩展了对含硫氨基酸化学的现有认识,并提供了见解,以帮助含硫氨基酸抵抗细胞氧化。

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