三脚架型荧光探针化合物的合成及性质研究

发布时间：2018-03-03 05:06

  本文选题：荧光探针　切入点：三脚架　出处：《贵州大学》2016年硕士论文　论文类型：学位论文

【摘要】：金属离子和阴离子广泛存在于生物体内和环境中,在生命、环境、医学科学和化学过程中起着重要作用,同时金属离子和阴离子在环境和人体健康方面的协同影响作用日益受到人们的重视。因此,需要快速、简便、低成本的分析方法,使之能广泛用于环境、生物和临床研究中的相关金属离子、阴离子的分析。荧光探针是一类能将分子识别事件通过荧光信号有效表达的人工分子器件,具有灵敏度高、选择性好以及操作简便、重现性好、设备简单,能适时反映微观区域的作用,能进行可视化成像等特点。已被广泛应用于生物和环境相关离子的痕量和微量分析、生物分子识别、细胞成像等不同领域。本论文首先对荧光探针的结构特点,识别及荧光响应机理做了简单地叙述。然后,对近年来三脚架类荧光探针研究现状和最新进展进行了综合评述。鉴于三脚架荧光探针在分子识别过程中具有突出的协同识别能力、对干扰客体的屏蔽作用,以及良好的修饰性能。针对三脚架荧光探针识别和信号易于相互干扰,机理不够新颖的弱点。在文献调研基础上,我们设计了三种类型的新型三角架荧光探针,期望能得到对多种离子的具有高灵敏度、高选择性并能同时测定的新型荧光探针。围绕这一目的,本论文主要进行了以下两个方面的研究工作:1.利用三(2-氨乙基)胺的三个氨基易于修饰这一优点,设计合成了2个含单一种类荧光基团的三脚架荧光探针。合成了7种含两类不同荧光基团的以及4种含三类不同荧光基团的新型三脚架荧光探针。通过1H-NMR、13C-NMR、ESI-MS等物理化学方法对合成的中间体和最终产物的结构进行了表征,证实了设计与合成产物的结构。2.利用紫外吸收光谱、荧光光谱、核磁共振谱等对探针4和探针7的离子识别性能进行了研究。研究表明,探针4是一种优良的双通道光学探针。可以用作Co2+、Fe3+、Cu2+的高选择性、高灵敏性紫外光谱探针以及Zn2+、Hg2+、Al3+和Cu2+的高选择性、高灵敏性的荧光探针,实现了单探针多目标、多模式的识别,并将探针4用于对Zn2+、Hg2+、Al3+和Cu2+的细胞成像。通过实验证实了探针的作用机理是基于荧光共振能量转移与罗丹明开环-闭环机理以及C=N双键异构化相结合的荧光响应机理。探针4也可以用作金属离子检测的分子开关型传感器。探针7可以用作Al3+和I-两种离子的高灵敏度、高选择性荧光及比色化学传感器。
[Abstract]:Metal ions and anions are widely found in organisms and in the environment, and play an important role in life, environment, medical science and chemical processes. At the same time, the synergistic effects of metal ions and anions on the environment and human health are receiving increasing attention. Therefore, rapid, simple and low-cost analytical methods are needed to enable them to be widely used in the environment, Analysis of related metal ions and anions in biological and clinical studies. Fluorescent probe is a kind of artificial molecular device which can effectively express molecular recognition events through fluorescence signal. It has high sensitivity, good selectivity and simple operation. It has been widely used in trace and trace analysis of biological and environment-related ions, biomolecules recognition, and so on. In this paper, the structure characteristics, recognition and fluorescence response mechanism of fluorescent probe are briefly described. In this paper, the research status and latest progress of tripod fluorescent probes in recent years are reviewed. In view of the outstanding cooperative recognition ability of tripod fluorescent probes in the process of molecular recognition, the shielding effect of tripod fluorescent probes on interfering objects is discussed. Aiming at the weakness of tripod fluorescence probe recognition and signal interference, the mechanism is not novel enough. Based on the literature research, we designed three kinds of new tripod fluorescent probe. A novel fluorescent probe with high sensitivity, selectivity and simultaneous determination for a variety of ions is expected to be obtained. In this paper, the following two aspects of research work were carried out: 1.Using the advantage of the three amino groups of triamines, the amino groups were easy to modify. Two tripod fluorescent probes with a single fluorescent group were designed and synthesized. Seven new fluorescent probes containing two different fluorescent groups and four novel tripod fluorescent probes containing three different fluorescent groups were synthesized. The physical properties of these probes were measured by 1H-NMR-13C-NMR-ESI-MS. The structure of the intermediate and the final product were characterized by chemical method. The structure of the product was confirmed. The ion recognition properties of probe 4 and probe 7 were studied by UV absorption spectrum, fluorescence spectrum and nuclear magnetic resonance spectroscopy. Probe 4 is an excellent two-channel optical probe, which can be used as a high selectivity, a highly sensitive UV spectrum probe for Co2 Fe _ 3O _ 2 and a highly selective and highly sensitive fluorescent probe for Zn2 Hg2 + Al _ 3 and Cu2. Multi-pattern recognition, The probe 4 was used to image the cells of Zn2, Hg2, Al3 and Cu2. The experimental results show that the mechanism of the probe is based on the combination of fluorescence resonance energy transfer with Rhodamine's open loop closed loop mechanism and Con N double isomerization. Probe 4 can also be used as a molecular switch sensor for metal ion detection. Probe 7 can be used as a high sensitivity for both Al3 and I- ions. High selective fluorescence and colorimetric chemical sensors.
【学位授予单位】：贵州大学
【学位级别】：硕士
【学位授予年份】：2016
【分类号】：O657.3
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本文编号：1559641