用于检测苯并咪唑类杀菌剂的 turn-on 型超分子荧光探针及其在活细胞成像中的应用。

A turn-on supramolecular fluorescent probe for sensing benzimidazole fungicides and its application in living cell imaging.

机构信息

College of Tobacco Science, Guizhou University, Guiyang 550025, China.

The Engineering and Research Center for Southwest Bio-Pharmaceutical Resources of National Education Ministry of China, Guizhou University, Guiyang 550025, China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2018 Feb 15;191:372-376. doi: 10.1016/j.saa.2017.10.042. Epub 2017 Oct 14.

DOI:10.1016/j.saa.2017.10.042

PMID:29055754

Abstract

A cucurbit[8]uril-based turn-on supramolecular fluorescent probe between cucurbit[8]uril (Q[8]) and pyronine Y (PyY) (designated 2PyY@Q[8]) in acidic aqueous solution showed a remarkable fluorescence 'turn-on' response to benzimidazole fungicides such as thiabendazole, fuberidazole and carbendazim. The 2PyY@Q[8] fluorescent probe can be used to detect benzimidazole fungicides with high sensitivity and selectivity with a detection limit of ~10mol/L. A good linear relationship of emission intensity at ~580nm for benzimidazole fungicides at concentrations of 0.4-5.0μmol/L was observed. The proposed sensing mechanism was investigated using H NMR spectroscopy combined with density functional theory calculations at the B3LYP/6-31G(d) level. The cell imaging study showed that the 2PyY@Q[8] complex could be used to image benzimidazole fungicide in prostate cancer (PC3) cells, which may help to elucidate relevant biological processes at the molecular level.

摘要

在酸性水溶液中，葫芦[8]脲（Q[8]）和吖啶黄（PyY）之间的葫芦[8]脲基开启型超分子荧光探针（命名为 2PyY@Q[8]）对苯并咪唑类杀菌剂如噻菌灵、呋霜灵和多菌灵表现出显著的荧光“开启”响应。该 2PyY@Q[8]荧光探针可用于高灵敏度和选择性地检测苯并咪唑类杀菌剂，检测限低至约 10mol/L。在 0.4-5.0μmol/L 的浓度范围内，对苯并咪唑类杀菌剂的发射强度在约 580nm 处呈现出良好的线性关系。通过使用 H NMR 光谱结合密度泛函理论计算（B3LYP/6-31G(d)水平）研究了传感机制。细胞成像研究表明，2PyY@Q[8]配合物可用于成像前列腺癌（PC3）细胞中的苯并咪唑类杀菌剂，这可能有助于在分子水平上阐明相关的生物学过程。