小分子硫化物有机荧光探针的合成及其性能

发布时间：2018-04-20 13:31

  本文选题：合成 + 咪唑并吡啶　； 参考：《贵州大学》2017年硕士论文

【摘要】：荧光探针法操作简单、灵敏度高、经济性好,现已应用于环境科学、生物化学、医学、材料学等领域。荧光探针主要分为荧光基团、识别基团、连接部分,发挥主要作用的是荧光基团与识别基团,识别基团与待测物结合导致荧光基团的荧光信号发生改变,引起光谱性质的改变,以此来达到检测目标分子的目的。近年来荧光探针法检测含硫化合物受到越来越多的关注和研究。本文设计合成3个荧光探针分子:以咪唑并[1,2-a]吡啶为荧光基团、溴乙酰基为识别基团设计合成了探针分子YA;以1-甲基-1H-吲哚为荧光基团,醛基为识别基团设计合成探针分子YD;以咪唑并[1,2-a]嘧啶为荧光基团、醛基为识别基团设计合成了探针分子YC,并通过1H NMR、MS、IR、13C NMR对它们的化学结构进行了表征。运用紫外吸收光谱和荧光发射光谱,研究这3个探针化合物对硫脲、硫醇的识别机理和特点,考察不同溶剂、不同待测物浓度、不同干扰物等对探针光谱的影响。运用高斯软件对探针分子识别前后分子构型进行了模拟计算,得到相应前线轨道信息。结果证明这3个探针都能对硫化物响应,有着不同程度的荧光信号变化,其中探针YC在浓度为1μM,MeOH/H2O为溶剂的条件下能实现对L-半胱氨酸的选择性识别。模拟计算结果发现,各个探针分子的结构不同导致分子内部电子云分布差异,从而引起荧光光谱位移、荧光强度的不同。密度泛函理论计算合理地解释了探针对待测硫化物的光谱行为。
[Abstract]:Fluorescence probe method is simple, sensitive and economical. It has been applied in environmental science, biochemistry, medicine, materials science and so on. The fluorescence probe is mainly divided into fluorescent group, recognition group, connecting part. The main function is the fluorescence group and the recognition group. The combination of the recognition group and the object to be tested results in the change of the fluorescence signal of the fluorescence group and the change of the spectral property. In this way, the target molecule can be detected. In recent years, more and more attention has been paid to the detection of sulfur compounds by fluorescence probe method. In this paper, we designed and synthesized three fluorescent probe molecules, I. e., imidazolido [1o 2-a] pyridine as fluorescence group, bromoacetyl group as recognition group, and 1-methyl-1H-indole as fluorescence group. The probe molecule YC was synthesized by using imidazo [1a] pyrimidine as fluorescence group and aldehyde group as recognition group, and its chemical structure was characterized by 1H NMR-MS IR ~ (13) C NMR. The recognition mechanism and characteristics of the three probe compounds to thiourea and mercaptan were studied by means of UV absorption spectrum and fluorescence emission spectrum. The effects of different solvents, different concentrations of substances to be measured and different interfering substances on the probe spectra were investigated. By using Gao Si software, the molecular configuration before and after recognition of probe molecules was simulated and calculated, and the corresponding frontier orbital information was obtained. The results show that the three probes can respond to sulfides and have varying fluorescence signals. The probe YC can selectively recognize L- cysteine when the concentration of YC is 1 渭 m 路m ~ (-1) MeOH / H _ 2O as solvent. The simulation results show that the different structure of each probe molecule leads to the difference of electron cloud distribution within the molecule, which leads to the difference of fluorescence spectrum shift and fluorescence intensity. The density functional theory (DFT) calculation reasonably explains the spectral behavior of the probe in the determination of sulfides.
【学位授予单位】：贵州大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O657.3

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