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FOOD CHEMISTRY · 2025 · IF 9.8

Vitamin C prevents myricetin degradation in boiling water by reducing ortho-quinone intermediates

Shengxiong Chen,Fan Zhang,Aline Priscilla Gomes da Silva,Jesus Simal-Gandara,Hui Cao

Myricetin, a bioactive flavonoid, degrades rapidly in boiling water, limiting its use in functional foods and pharmaceuticals. This study explores the protective effect of vitamin C on the thermal degradation of myricetin and its mechanism of action. O -phenylenediamine derivatization identified reactive ortho-quinone intermediates, while density functional theory (DFT) calculations (ΔG = −47.74 kcal/mol) confirmed the redox mechanism. Vitamin C significantly improved myricetin retention from 32.8 % to 91.4 % in 0.8 mM after 100 min of heating, outperforming nitrogen treatment. Myricetin degradation begins with oxidation to ortho-quinones, which further degrades into phenolic acids and aldehydes. Vitamin C not only inhibited this process but also reversed oxidation by reducing ortho-quinones back to myricetin. These findings highlight vitamin C's potential to enhance flavonoid stability and bioavailability in functional heat-processed foods.

CAS / MDL: 67-68-5
研究领域: 食品科学 · 生物化学
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FOOD CHEMISTRY · 2019 · IF 5.399

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

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

The reaction of N ε -(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.

研究领域: 生物化学 · 电化学 · 药物化学
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JOURNAL OF PHYSICAL CHEMISTRY A · 2023 · IF 2.9

Spontaneous and Simultaneous Oxidation and Reduction of o-Quinones in Water Microdroplets

Shuihui Jin,Ruijing Wang,Huan Chen,Xu Yuan,Xinxing Zhang

Microdroplet chemistry has been an emerging new field for its large plethora of unique properties, among which an especially intriguing one is the strong oxidizing and reducing powers. The hydroxide ion in water microdroplets is considered to split into a hydroxyl radical and an electron at the air–water interface, and the former is responsible for the oxidizing capability while the latter is responsible for the reducing power, making a unity of opposites. However, to date there are only two examples showing that oxidation and reduction occur simultaneously to the same substrates, which might be a result of the redox properties of the substrate per se. In this study, we carefully chose a group of ο-quinone compounds as the substrates in water microdroplets and discovered that they can be both oxidized by the hydroxyl radical and reduced by the electron. These results keep pushing the limit of the unique redox properties of microdroplet chemistry.

研究领域: 微滴化学 · 物理化学 · 分析化学 · 氧化还原化学
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MICROCHEMICAL JOURNAL · 2021 · IF 4.821

A facile nanozyme based catalytic platform for the selective and sensitive detection of thrombin

Jing Jiang,Yuanyuan Wang,Xianwen Kan

Herein, a label-free and ultra-sensitive sensing strategy was proposed for the colorimetric detection of thrombin. A catechol oxidase-mimicking nanozyme, MOF-818, was in-situ uniformly synthesized on carbon cloth (CC) fibers surface by hydrothermal method, which did not aggregate during the colorimetric sensing and showed high catalytic activity to the oxidation of faint yellow colored substrate 3,5-Di- tert -butylcatechol (3,5-DTBC) to luminous yellow colored 3,5-di- tert -butyl- o benzoquinone (3,5-DTBQ). After the conjugation of aptamer on MOF-818/CC, the nanozyme composite can effectively recognize and bind thrombin, resulting in the lighter color of substrate solution and the decrease of absorbance at 414 nm. Thus, the inhibition of the nanozyme activity by the bound thrombin was employed to detect thrombin in a wide linear range and a low limit of detection of 1.4 × 10 −10 M − 1.4 × 10 −5 M and 6.4 pM, respectively, which was superior to the most of reported methods including fluorescence and electrochemical sensing, Raman spectroscopy. Meanwhile, the nanozyme composite can be easily separated from the substrate solution by a tweezers instead of the conventional centrifugation, which greatly simplified the operation process and facilitated the on-site detection. The nanozyme composite has been successfully applied for the determination of thrombin in real samples with satisfactory results. Consequently, this work is not only important for a better understanding of the unique properties of MOF-818, but also has great potential for medical diagnosis and treatment of human health.

研究领域: 分析化学 · 生物传感器 · 纳米技术 · 医学诊断
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