Two novel rhodamine-perylenediimide fluorescent probes:Synthesis, photophysical properties, and cell imaging  

作　　者：Huan-Ren Cheng Ying Qian 

机构地区：[1]School of Chemistry and Chemical Engineering, Southeast University

出　　处：《Chinese Chemical Letters》2016年第6期879-886,共8页中国化学快报（英文版）

基　　金：supported by the Fundamental Research Funds for the National Natural Science Foundation of China (No. 61178057);for the Central Universities (No. CXLX12_0085)

摘　　要：In this study, two novel dual-switch fluorescent chemosensors based on rhodamine-peryleneiimide have been designed and synthesized. The dual-switching behaviors of the sensors were based on the structural transformations of rhodamine and an intramolecular photoinduced electron transfer（PET）process from rhodamine to perylenediimide. These probes exhibited excellent sensitivity to protons with enhanced fluorescence emission from 500 nm to 580 nm. The fluorescence changes of probes were reversible within a wide range of p H values from 2.0 to 11.0. Moreover, the sensors exhibited high selectivity, short response time, and long lifetime toward protons. The possible mechanism was investigated by the DFT calculation and-1H NMR. According to the experiment of confocal laser scanning microscopy, these probes could be used to detect the acidic p H variations in living cells.by the Fundamental Research Funds for the National Natural Science Foundation of China （No. 61178057） and for the Central Universities （No. CXLX12_0085）. The characteristic data of compounds were in the Supplementary information.In this study, two novel dual-switch fluorescent chemosensors based on rhodamine-peryleneiimide have been designed and synthesized. The dual-switching behaviors of the sensors were based on the structural transformations of rhodamine and an intramolecular photoinduced electron transfer（PET）process from rhodamine to perylenediimide. These probes exhibited excellent sensitivity to protons with enhanced fluorescence emission from 500 nm to 580 nm. The fluorescence changes of probes were reversible within a wide range of p H values from 2.0 to 11.0. Moreover, the sensors exhibited high selectivity, short response time, and long lifetime toward protons. The possible mechanism was investigated by the DFT calculation and-1H NMR. According to the experiment of confocal laser scanning microscopy, these probes could be used to detect the acidic p H variations in living cells.by the Fundamental Research Funds for the National Natural Science Foundation of China （No. 61178057） and for the Central Universities （No. CXLX12_0085）. The characteristic data of compounds were in the Supplementary information.

关 键 词：PERYLENEDIIMIDE RHODAMINE Photoinduced electron transfer Dual-switch 

分 类 号：O621.22[理学—有机化学]