Nε-(羧甲基)赖氨酸与邻苯醌反应的循环伏安法研究

IF 8.5 1区农林科学 Q1 CHEMISTRY, APPLIED

Food Chemistry Pub Date : 2020-03-01 DOI:10.1016/j.foodchem.2019.125554

Yuting Li , Qiaoling Huang , Xiangying Yu , Yujia Liu , Lin Li , Bing Li , Xia Zhang , Sui Chen , Zhan Liu , Xianglong Zhao , Jingjing Ma

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引用次数: 6

摘要

采用循环伏安法研究了Nε-(羧甲基)赖氨酸(CML)与8种非类黄酮邻苯醌和5种类黄酮邻苯醌在pH 5.0、7.0和8.0，扫描速率分别为10、50和100 mV/s下的反应。邻苯醌环上的给电子取代基减弱了邻苯醌对CML的反应活性，而吸电子取代基增强了邻苯醌环上的反应活性。邻苯醌环上取代基的位阻也削弱了醌的反应活性。4-甲基苯醌与CML的反应(38.0 ± 1.3%)比与l-赖氨酸(31.3 ± 1.5%)和n - α-乙酰-l-赖氨酸(14.5 ± 0.1%)的反应快，而与l-半胱氨酸(≥100.0%)和n - α-乙酰-l-半胱氨酸(≥100.0%)的反应慢，pH 7.0，扫描速率为10 mV/s。通过循环伏安法和UPLC-QTOF-MS/MS分析，发现CML与邻苯醌反应产物中含有CML-醌加合物。

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Study of reactions of Nε-(carboxymethyl) lysine with o-benzoquinones by cyclic voltammetry

The reaction of Nε-(carboxymethyl) lysine (CML) with eight kinds of non-flavonoid o-benzoquinones and five kinds of flavonoid o-benzoquinones were investigated by cyclic voltammetry at pH 5.0, 7.0 and 8.0 and scan rate of 10, 50 and 100 mV/s. The reactivity of o-benzoquinones towards CML is weakened by the electron-donating substituent and strengthened by the electron-withdrawing substituent on the o-benzoquinone rings. The steric hindrance of the substituents on o-benzoquinone rings also weakens the quinone reactivity. Reaction of 4-methylbenzoquinone with CML (38.0 ± 1.3%) was found to be faster than that with l-lysine (31.3 ± 1.5%) and Nα-acetyl-l-lysine (14.5 ± 0.1%) but slower than that with l-cysteine (≥100.0%) and Nα-acetyl-l-cysteine (≥100.0%) at pH 7.0 and scan rate of 10 mV/s. Products obtained by the reaction of CML with o-benzoquinones were found to include a CML-quinone adduct according to the cyclic voltammetry and UPLC-QTOF-MS/MS analysis.

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来源期刊

Food Chemistry 工程技术-食品科技

CiteScore

16.30

自引率

10.20%

发文量

3130

审稿时长

122 days

期刊介绍： Food Chemistry publishes original research papers dealing with the advancement of the chemistry and biochemistry of foods or the analytical methods/ approach used. All papers should focus on the novelty of the research carried out.