高等学校化学学报

高等学校化学学报

• 研究论文 • 上一篇    下一篇

锌离子介导的草甘膦荧光探针的合成及应用

熊新,刘馥楠,骈童岩,范文哲,张子怡,李明鉴,刘嘉煜,曹霄琴,舒朋华   

  1. 许昌学院食品与药学院
  • 收稿日期:2025-12-15 修回日期:2026-02-11 网络首发:2026-04-01 发布日期:2026-04-01
  • 通讯作者: 舒朋华 E-mail:shupenghua@yeah.net
  • 基金资助:
    河南省自然科学基金青年项目(批准号：252300420811)、河南省高等学校重点科研项目(批准号：25B550017)、河南省大学生创新创业训练计划项目(批准号：S202510480027)、河南省高等教育教学改革研究与实践项目(批准号：2023SJGLX294Y, 2024SJGLX0453)、河南省研究生教育改革与质量提升工程项目(YJS2023AL082, YJS2026YBGZZ44)和中国高等教育学会2025年度高等教育科学研究规划课题(批准号：25CX0318)资助

Synthesis and Application of Fluorescent Probe for Detection of Glyphosate Based on Zinc Ion

XIONG Xin*, LIU Funan, PIAN Tongyan, FAN Wenzhe, ZHANG Ziyi, LI Mingjian, LIU Jiayu, CAO Xiaoqin, SHU Penghua*   

  1. College of Food and Pharmacy, Xuchang University
  • Received:2025-12-15 Revised:2026-02-11 Online First:2026-04-01 Published:2026-04-01
  • Supported by:
    Supported by the Natural Science Foundation of Youth Science Fund Project of Henan Province, China(No. 252300420811), the Key Scientific Research Program in Universities of Henan Province, China(No. 25B550017), the Innovation and Entrepreneurship Training Program of Henan Province, China(No. S202510480027), the Higher Education Teaching Reform Research and Practice Project of Henan Province, China(Nos. 2023SJGLX294Y，2024SJGLX0453), the Graduate Education Reform and Quality Improvement Project Henan Province, China(Nos. YJS2023AL082, YJS2026YBGZZ44) and the Higher Education Scientific Research Planning Project, China(No. 25CX0318)

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摘要： 设计合成了一种新型苯并噻唑类荧光探针DHB，并利用核磁(NMR)、红外(FT-IR)、质谱(MS)和高分辨质谱(HRMS)对DHB进行了结构表征. 研究结果表明，探针DHB与Zn2+形成1:1的配合物，表现为较强的荧光发射，实现了对Zn2+的专一识别，且不受其它共存金属离子和阴离子的干扰，检测限为4.01×10?8 mol/L. 当继续向配合物DHB-Zn2+中加入草甘膦后，体系表现出显著的荧光猝灭效应，响应时间为18 s，且不受其它有机磷农药和常见阴离子的干扰，检测限低至3.81×10?8 mol/L. 同时，通过FT-IR和HRMS揭示了探针DHB连续识别Zn2+和草甘膦的反应机理，即探针DHB结构中的C O发生了烯醇式互变，形成的烯醇式羟基与探针结构中的O H、C N的氮杂原子共同参与和Zn2+的配位，而草甘膦分子中氨基、羧基和磷酸基的协同配位使其能与Zn2+发生更强的络合作用，导致Zn2+从配合物DHB-Zn2+中被置换出来. 此外，探针DHB及配合物DHB-Zn2+可分别应用于环境中Zn2+和草甘膦的分析检测，具有一定的实用价值.

关键词: 苯并噻唑, 荧光探针, 草甘膦, Zn2+

Abstract: A novel benzothiazole-based fluorescent probe DHB was designed and synthesized, and its structure was characterized using nuclear magnetic resonance (NMR), fourier transform infrared spectroscopy (FT-IR), mass spectrometry (MS) and high-resolution mass spectrometry (HRMS). The research results indicate that probe DHB forms a 1:1 complex with Zn2+, exhibiting strong fluorescence emission and achieving specific recognition of Zn2+ without interference from other coexisting metal ions and anions. The detection limit was 4.01×10?8 mol/L. When glyphosate was further added to the complex DHB-Zn2+, the system exhibited a significant fluorescence quenching effect with a response time of 18 seconds, and was not affected by other organophosphorus pesticides and common anions. The detection limit was as low as 3.81×10?8 mol/L. Meanwhile, the reaction mechanism of probe DHB continuously recognizing Zn2+ and glyphosate was revealed by FT-IR and HRMS. That is, the C O in the structure of probe DHB underwent enol tautomerism, and the enol hydroxyl formed thereby, along with the O H and the nitrogen heteroatom of C N in the probe structure, jointly participated in the coordination with Zn2+. The synergistic coordination of amino, carboxyl and phosphate groups in the glyphosate molecule enabled it to form a stronger complex with Zn2+, resulting in the displacement of Zn2+ from the complex DHB-Zn2+. Furthermore, probe DHB and the complex DHB-Zn2+ can be applied to the analysis and detection of Zn2+ and glyphosate in the environment, which has a certain practical value.

Key words: Benzothiazole, Fluorescent probe, Glyphosate, Zn2+

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