香豆素荧光探针的合成及其在不同通道对细胞内极性和粘度的检测  

A Coumarin-based Fluorescent Probe for Detection of Intracellular Viscosity and Polarity in Different Channels

作　　者：张奕祺 方鑫航 王昊 常炜婕 钱俊红[1] ZHANG Yi-qi;FANG Xin-hang;WANG Hao;CHANG Wei-jie;QIAN Jun-hong(Shanghai Key Laboratory of Functional Materials Chemistry,School of Chemistry&Molecular Engineering,East China University of Science and Technology,Shanghai 200237,China)

机构地区：[1]上海市功能性材料重点实验室,华东理工大学化学与分子工程学院,上海200237

出　　处：《分析测试学报》2024年第12期1965-1970,共6页Journal of Instrumental Analysis

基　　金：国家重点研发计划(2022YFD1700403)。

摘　　要：基于分子内电荷转移(ICT)机理设计合成了香豆素荧光探针2-(2-(2-(7-(二乙基氨基)-2-氧代-2H-苯并吡喃-3-基)乙烯基)-4H-苯并吡喃-4-亚基)丙二腈(DEA-DCM)。利用Gaussian 16W软件计算了探针在不同轨道的电子分布以及电荷分布,从理论上探讨了探针对极性和粘度的响应机理。以不同体积比的甲醇-二氧六环或甲醇-丙三醇混合溶剂分别作为极性和粘度的模型溶剂,考察了溶剂极性与粘度对探针光物理性质的影响。结果显示,探针DEA-DCM在690 nm和470 nm的发射峰分别对溶剂的极性和粘度有显著响应,且其荧光强度与微环境参数呈现良好的线性关系。探针DEA-DCM可在不同光学通道检测细胞内极性和粘度的变化。A coumarin fluorescent probe 2-(2-(2-(7-(diethylamino)-2-oxo-2H-chromen-3-yl)vinyl)-4H-chromen-4-ylidene)malononitrile(DEA-DCM) was designed and synthesized based on the intramolecular charge transfer(ICT) mechanism.The electronic and charge distributions of the probe in different orbitals were calculated with Gaussian 16W software,to theoretically analyze the response mechanism of the designed probe toward polarity and viscosity.The effects of polarity and viscosity on the photophysical properties of the probe were investigated by using mixed solvents with different volume ratios of methanol-dioxane or methanol-glycerol as the model solvents for polarity and viscosity,respectively.The experimental results illustrate that the two emission peaks of DEA-DCM at 690 nm and 470 nm respond to solvent's polarity and viscosity,respectively.The fluorescence intensities exhibit good linear relationship with microenvironmental parameters.DEA-DCM could differentiate the changes between intracellular polarity and viscosity in different optical channels.

关 键 词：香豆素 粘度 极性 分子内电荷转移 

分 类 号：O657.3[理学—分析化学] Q26[理学—化学]