Fu Xiaoyan, Yuan Shaofeng, Yang Fangwei, Yu Hang, Xie Yunfei, Guo Yahui, Yao Weirong
State Key Laboratory of Food Science and Technology, Jiangnan University, Wuxi, Jiangsu, China.
School of Food Science and Technology, Jiangnan University, Wuxi, Jiangsu, China.
J Food Sci. 2023 Apr;88(4):1325-1335. doi: 10.1111/1750-3841.16488. Epub 2023 Feb 14.
The binding of pesticide residues and fruit components may have a profound impact on pesticide dissipation and the functional characteristics of the corresponding components. Therefore, the interaction between boscalid and tannic acid (TA, a representative phenolic in fruit) was systematically investigated using spectroscopic, thermodynamic, and computational chemistry methods. A separable system was designed to obtain the boscalid-TA complex. Fourier transform infrared and H-NMR spectroscopies indicated the formation of hydrogen bonds in the complex. Isothermal titration calorimetry showed that the complex bound spontaneously through hydrophobic interactions (ΔG < 0, ΔH > 0, ΔS > 0), with a binding constant of 6.0 × 10 M at 298 K. The molecular docking results further confirmed the formation of hydrogen bonds and hydrophobic interactions in the complex at the molecular level, with a binding energy of -8.43 kcal mol . In addition, the binding of boscalid to TA significantly decreased the antioxidant activity of TA. The binding of boscalid residue to TA was characterized at the molecular level, which significantly reduced the in vitro antioxidant properties of TA. PRACTICAL APPLICATION: This study provides a reference for the molecular mechanisms of the interaction between pesticide residues and food matrices, as well as a basis for regulating bound-state pesticide residues in food.
农药残留与水果成分的结合可能对农药消散及相应成分的功能特性产生深远影响。因此，采用光谱学、热力学和计算化学方法系统研究了啶酰菌胺与单宁酸（TA，水果中一种代表性酚类物质）之间的相互作用。设计了一个可分离体系以获得啶酰菌胺 - TA 复合物。傅里叶变换红外光谱和氢核磁共振光谱表明复合物中形成了氢键。等温滴定量热法表明该复合物通过疏水相互作用自发结合（ΔG < 0，ΔH > 0，ΔS > 0），在 298 K 时结合常数为 6.0×10 M。分子对接结果进一步在分子水平上证实了复合物中氢键和疏水相互作用的形成，结合能为 -8.43 kcal mol 。此外，啶酰菌胺与 TA 的结合显著降低了 TA 的抗氧化活性。啶酰菌胺残基与 TA 的结合在分子水平上得到表征，这显著降低了 TA 的体外抗氧化性能。实际应用：本研究为农药残留与食品基质相互作用的分子机制提供了参考，也为调控食品中结合态农药残留提供了依据。
