School of Chemical and Environmental Engineering, Anhui Polytechnic University, Wuhu, Anhui 241000, China.
Department of Plant and Environmental Health, Anhui Provincial Key Laboratory of Hazardous Factors and Risk Control of Agri-food Quality Safety, Anhui Agricultural University, No. 130 Changjiang West Road, Hefei 230036, China.
Spectrochim Acta A Mol Biomol Spectrosc. 2024 Sep 5;317:124420. doi: 10.1016/j.saa.2024.124420. Epub 2024 May 6.
As common pollutants, Cu and glyphosate pose a serious threat to human health and the ecosystem. Herein, a fluorescent probe (E)-7-(diethylamino)-N'(4-(diethylamino)-2-hydroxybenzyl)-2-oxo-2H chromophore-3-carbazide (DDHC) was designed and synthesised for the sequential recognition of Cu and glyphosate. DDHC has the advantages of a short synthesis path, easy-to-obtain raw materials, good anti-interference ability, and strong stability. The interaction of the DDHC-Cu complexes with glyphosate allows the amino and carboxyl groups in glyphosate molecules to coordinate with Cu strongly, competing for the Cu in the DDHC-Cu complexes and releasing the DDHC, leading to the recovery of fluorescence. The recognition was further validated through Job's plot, HRMS, and DFT calculations. In addition, the successful recovery of Cu and glyphosate in different environmental water samples fully demonstrates the practical application potential of DDHC. Especially, DDHC has low cytotoxicity and can enter zebrafish and HeLa cells, rapidly reacting with Cu and glyphosate in the body, generating visible fluorescence quenching and recovery phenomena, achieving real-time visual monitoring of exogenous Cu and glyphosate in zebrafish and HeLa cells. The targeting and dual selectivity of DDHC greatly enhance its potential application value in the field of detection, providing important theoretical support for studying the fate of multiple pollutants in the environment.
作为常见污染物，Cu 和草甘膦对人类健康和生态系统构成了严重威胁。在此，设计并合成了一种荧光探针（E）-7-（二乙氨基）-N'（4-（二乙氨基）-2-羟基苄基）-2-氧代-2H 色酮-3-碳酰二亚胺（DDHC），用于顺序识别 Cu 和草甘膦。DDHC 具有合成路径短、原料易得、抗干扰能力强、稳定性强等优点。DDHC-Cu 配合物与草甘膦的相互作用使草甘膦分子中的氨基和羧基与 Cu 强烈配位，竞争 DDHC-Cu 配合物中的 Cu 并释放 DDHC，导致荧光恢复。通过 Job 图、高分辨率质谱和 DFT 计算进一步验证了这种识别。此外，在不同环境水样中成功回收 Cu 和草甘膦充分证明了 DDHC 的实际应用潜力。特别是，DDHC 具有低细胞毒性，能够进入斑马鱼和 HeLa 细胞，与体内的 Cu 和草甘膦快速反应，产生可见的荧光猝灭和恢复现象，实现了斑马鱼和 HeLa 细胞中外源 Cu 和草甘膦的实时可视化监测。DDHC 的靶向性和双重选择性大大提高了其在检测领域的潜在应用价值，为研究环境中多种污染物的命运提供了重要的理论支持。
