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芬顿化学调控没食子酸诱导肌原纤维蛋白氧化的机制研究。

Mechanistic Insights into Myofibrillar Protein Oxidation by Fenton Chemistry Regulated by Gallic Acid.

机构信息

School of Food Science and Biotechnology, Zhejiang Gongshang University, Hangzhou 310018, China.

Department of Chemistry, Cape Breton University, Sydney, Nova Scotia B1P 6L2, Canada.

出版信息

J Agric Food Chem. 2023 Aug 23;71(33):12587-12596. doi: 10.1021/acs.jafc.3c03284. Epub 2023 Aug 10.

Abstract

Gallic acid (GA, 3,4,5-trihydroxybenzoic acid) is a widely used natural food additive of interest to food chemistry researchers, especially regarding its effects on myofibrillar protein (MP) oxidation. However, existing studies regarding MP oxidation by GA-combined with Fenton reagents are inconsistent, and the detailed mechanisms have not been fully elucidated. This work validated hydroxyl radical (HO) as the primary oxidant for MP carbonylation; in addition, it revealed three functions of GA in the Fenton oxidation of MP. By coordination with Fe(III), GA reduces Fe(III) to generate Fe(II), which is the critical reagent for HO generation; meanwhile, the coordination improves the availability and reactivity of Fe(III) under weakly acidic and near-neutral pH, i.e., pH 4-6. Second, the intermediates formed during GA oxidation, including semiquinone and quinone, promoted Fenton reactivity by accelerating Fe catalytic cycling. Finally, GA can scavenge HO radicals, thus exhibiting a certain degree of antioxidant property. All three functions contribute to MP oxidation as observed in GA-containing meat.

摘要

没食子酸(GA,3,4,5-三羟基苯甲酸)是一种广泛应用于食品化学研究的天然食品添加剂,尤其因其对肌原纤维蛋白(MP)氧化的影响而受到关注。然而,关于 GA 与 Fenton 试剂联合作用下 MP 氧化的现有研究结果并不一致,其详细机制尚未完全阐明。本研究证实羟基自由基(HO)是 MP 羰基化的主要氧化剂;此外,还揭示了 GA 在 MP 的 Fenton 氧化中的三种作用。GA 通过与 Fe(III)配位,将 Fe(III)还原为 Fe(II),后者是 HO 生成的关键试剂;同时,这种配位作用提高了 Fe(III)在弱酸性和近中性 pH(即 4-6)条件下的可用性和反应活性。其次,GA 氧化过程中形成的中间体,包括半醌和醌,通过加速 Fe 催化循环来促进 Fenton 反应性。最后,GA 可以清除 HO 自由基,因此表现出一定程度的抗氧化性能。这三种作用都有助于含 GA 的肉中观察到的 MP 氧化。

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