基于常见荧光染料的离子荧光探针的合成及其应用研究
发布时间：2018-12-14 00:54
【摘要】：环境污染一直是当今社会的一个热门话题,环境污染的检测也引起了科学家的关注,并且已经成为环境科学研究中的重要领域。一些金属离子和阴离子过量都会造成生态环境的污染,并且对人体造成伤害,引起疾病。所以研究定性定量检测金属离子和阴离子的分析方法是有意义的。荧光传感器技术在近几年得到快速发展,因为荧光传感器检测具有选择性好、灵敏度高、仪器设备简单易操作、可即时性肉眼观察识别等优。可用于生态环境中离子检测以及生物活性细胞成像技术,实际应用发挥着重要作用。本论文致力于设计合成了一系列基于有机荧光染料的新型小分子荧光探针用于环境中金属阳离子以及阴离子的选择性识别与检测。(1)基于金属离子能诱导罗丹明染料中酰胺螺环开环从而引起颜色及荧光显著变化的原理设计合成了新型的荧光比色探针1。考察了探针1对一系列金属阳离子的响应特性,发现该探针仅对Fe~(3+)和Cu~(2+)离子表现出了颜色变化和荧光增强、选择性好、检测限低、可逆等响应优点。并采用理论和实验相结合的方式,即利用紫外荧光滴定光谱、红外光谱和密度泛函理论,对探针1选择性响应Fe~(3+)和Cu~(2+)离子的响应机理进行了初步探讨。然后通过简单的试纸试验成功将探针1用于环境样品中Fe~(3+)和Cu~(2+)离子的检测。(2)基于罗丹明染料独特的内酯结构和硫原子的强亲合性的,设计合成了新型的Fe~(3+)离子的荧光比色探针2。探针2能在纯水环境中只对Fe~(3+)离子表现出了颜色变化和荧光增强、灵敏度高、检测限低等响应优点。同样,采用紫外荧光滴定光谱法初步探讨了探针2高选择性响应Fe~(3+)离子的响应机理。探针2成功用于活细胞中的Fe~(3+)离子检测,表明该探针在化学传感以及生物成像领域具有潜在的应用价值。(3)基于羟基香豆素染料能方便地利用羟基位点来控制荧光“开-光”和SO_3~(2-)离子能诱导乙酰丙酰基保护的羟基基团脱去保护的原理,设计合成了新颖的用于选择性检测SO_3~(2-)阴离子荧光紫外比值探针3。考察这个SO_3~(2-)荧光紫外比值探针的光谱性质,发现该探针在纯水环境中对SO_3~(2-)阴离子表现出了荧光增强、紫外比值信号线性增加、灵敏度高、以及响应时间迅速的检测优点。并通过ESI-MS谱图证明了探针3与SO_3~(2-)阴离子的响应机理。探针3成功用于活细胞中的SO_3~(2-)阴离子的检测。该探针为开发更多的荧光紫外比值探针提供了平台。(4)基于香豆素荧光基团设计合成的荧光探针4,选择性检测ClO~-阴离子。ClO~-阴离子与探针4上的酰胺反应,使酰胺发生水解生成6-羧基香豆素产生蓝色荧光。探究了ClO~-荧光探针的光谱性质,发现探针4能够在纯水环境中对ClO~-阴离子表现出荧光紫外信号线性增强、灵敏度高、响应时间短等优异的光谱性质。通过检测探针4与ClO~-阴离子反应后的溶液体系ESI-MS谱图证明探针4与ClO~-阴离子的响应机理。探针4成功的应用于生物活细胞中荧光成像实验。
[Abstract]:Environmental pollution has always been a hot topic in the society, and the detection of environmental pollution has also attracted the attention of scientists and has become an important area in environmental science research. The excess of some metal ions and anions can cause the pollution of the ecological environment and cause harm to the human body and cause the disease. Therefore, it is of great significance to study the analytical methods for the qualitative and quantitative detection of metal ions and anions. The fluorescence sensor technology has been developed rapidly in recent years, because the detection of the fluorescence sensor has the advantages of good selectivity, high sensitivity, simple and easy operation of the instrument and the like, and can be used to observe and recognize the real-time naked eye. can be used for ion detection in the ecological environment and the biological active cell imaging technology, and the practical application plays an important role. This paper is devoted to the design and synthesis of a series of new small molecular fluorescent probes based on organic fluorescent dyes for selective identification and detection of metal cations and anions in the environment. and (1) a novel fluorescent colorimetric probe 1 is designed and synthesized on the basis of the principle that metal ions can induce the ring-opening of the alicyclic amine in the rhodamine dye so as to cause a significant change of color and fluorescence. The response characteristics of the probe (1) to a series of metal cations were investigated. It was found that the probe only has the advantages of color change and fluorescence enhancement, good selectivity, low detection limit and reversible response to the Fe ~ (3 +) and Cu ~ (2 +) ions. The response mechanism of the selective response of the probe 1 to the Fe ~ (3 +) and Cu ~ (2 +) ions was discussed by means of the combination of theory and experiment. and then the probe 1 is successfully used for detecting the Fe ~ (3 +) and Cu ~ (2 +) ions in the environment sample through a simple test paper test. (2) The novel Fe ~ (3 +) ion-based fluorescent colorimetric probe 2 was designed based on the unique lactone structure of rhodamine dye and the strong affinity of the sulfur atom. in that pure wat environment, the probe 2 has the advantages of color change and fluorescence enhancement, high sensitivity, low detection limit and the like in the pure water environment. In the same way, the response mechanism of the high selectivity of the probe 2 in response to the Fe ~ (3 +) ion was studied by UV-fluorescence titration. The probe 2 is successfully used for the detection of Fe ~ (3 +) ions in living cells, which indicates that the probe has potential application value in the field of chemical sensing and biological imaging. (3) Based on the principle that the hydroxyl group can be conveniently used to control the deprotection of the hydroxyl group protected by the fluorescent 鈥渙pen-light鈥，
本文编号：2377586
[Abstract]:Environmental pollution has always been a hot topic in the society, and the detection of environmental pollution has also attracted the attention of scientists and has become an important area in environmental science research. The excess of some metal ions and anions can cause the pollution of the ecological environment and cause harm to the human body and cause the disease. Therefore, it is of great significance to study the analytical methods for the qualitative and quantitative detection of metal ions and anions. The fluorescence sensor technology has been developed rapidly in recent years, because the detection of the fluorescence sensor has the advantages of good selectivity, high sensitivity, simple and easy operation of the instrument and the like, and can be used to observe and recognize the real-time naked eye. can be used for ion detection in the ecological environment and the biological active cell imaging technology, and the practical application plays an important role. This paper is devoted to the design and synthesis of a series of new small molecular fluorescent probes based on organic fluorescent dyes for selective identification and detection of metal cations and anions in the environment. and (1) a novel fluorescent colorimetric probe 1 is designed and synthesized on the basis of the principle that metal ions can induce the ring-opening of the alicyclic amine in the rhodamine dye so as to cause a significant change of color and fluorescence. The response characteristics of the probe (1) to a series of metal cations were investigated. It was found that the probe only has the advantages of color change and fluorescence enhancement, good selectivity, low detection limit and reversible response to the Fe ~ (3 +) and Cu ~ (2 +) ions. The response mechanism of the selective response of the probe 1 to the Fe ~ (3 +) and Cu ~ (2 +) ions was discussed by means of the combination of theory and experiment. and then the probe 1 is successfully used for detecting the Fe ~ (3 +) and Cu ~ (2 +) ions in the environment sample through a simple test paper test. (2) The novel Fe ~ (3 +) ion-based fluorescent colorimetric probe 2 was designed based on the unique lactone structure of rhodamine dye and the strong affinity of the sulfur atom. in that pure wat environment, the probe 2 has the advantages of color change and fluorescence enhancement, high sensitivity, low detection limit and the like in the pure water environment. In the same way, the response mechanism of the high selectivity of the probe 2 in response to the Fe ~ (3 +) ion was studied by UV-fluorescence titration. The probe 2 is successfully used for the detection of Fe ~ (3 +) ions in living cells, which indicates that the probe has potential application value in the field of chemical sensing and biological imaging. (3) Based on the principle that the hydroxyl group can be conveniently used to control the deprotection of the hydroxyl group protected by the fluorescent 鈥渙pen-light鈥，
本文编号：2377586
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