College of Food Science and Nutritional Engineering, National Engineering Research Centre for Fruits and Vegetables Processing, Key Laboratory of Fruits and Vegetables Processing, Ministry of Agriculture, Engineering Research Centre for Fruits and Vegetables Processing, Ministry of Education, China Agricultural University, Beijing 10083, China.
College of Food Science and Nutritional Engineering, National Engineering Research Centre for Fruits and Vegetables Processing, Key Laboratory of Fruits and Vegetables Processing, Ministry of Agriculture, Engineering Research Centre for Fruits and Vegetables Processing, Ministry of Education, China Agricultural University, Beijing 10083, China; Xinghua Industrial Research Centre for Food Science and Human Health, China Agricultural University, Xinghua 225700, China.
Food Res Int. 2023 Feb;164:112397. doi: 10.1016/j.foodres.2022.112397. Epub 2022 Dec 27.
Quinones are highly reactive oxidants and play an essential role in inducing quality deterioration of fruit and vegetable products. Here, a novel stable isotope-labeling approach in combination with high-resolution tandem mass spectrometry UPLC-Q-TOF/MS and UPLC-Q-Exactive Orbitrap/MS, was successfully applied in tracking quinone reaction pathways in both real wines and model reaction systems. Unexpectedly, the binding products of quinone-quinone and quinone-catechol that are not derived from either nucleophilic reaction or redox reaction were discovered and showed the significant high peak area.Self-coupling reactions of semiquinone radicals might provide a possible interpretation for the formation of quinone-quinone products, and a charge transfer reaction coupled with a complementary donor-acceptor interaction is feasibly responsible for the products with a quinone-catechol structure. These findings endow a new perspective for quinone metabolic pathway in foods.
醌类物质是高度反应性的氧化剂，在诱导水果和蔬菜产品质量劣化方面发挥着重要作用。在这里，一种新的稳定同位素标记方法结合高分辨串联质谱 UPLC-Q-TOF/MS 和 UPLC-Q-Exactive Orbitrap/MS，成功地应用于跟踪醌类物质在真实葡萄酒和模型反应体系中的反应途径。出乎意料的是，发现了并非来自亲核反应或氧化还原反应的醌-醌和醌-邻苯二酚的结合产物，并显示出显著的高峰面积。半醌自由基的自偶联反应可能为醌-醌产物的形成提供了一种可能的解释，而电荷转移反应与互补的供体-受体相互作用可能是具有醌-邻苯二酚结构产物的原因。这些发现为食品中的醌代谢途径提供了新的视角。
