含活性官能团的荧光性小分子的合成及其识别性质的研究

发布时间：2017-12-30 18:39

本文关键词：含活性官能团的荧光性小分子的合成及其识别性质的研究　出处：《延边大学》2016年硕士论文　论文类型：学位论文

【摘要】：在过去的十年间,生物化学界对荧光传感器的应用越来越广泛,开发一系列用于检测人体内有益有害物质的功能化有机分子无论对生物学、医学还是人们的生活等都起着至关重要的作用。荧光化学传感器因其具有高灵敏度、高选择性、操作简便、极低的检测极限、活体细胞中生物成像等优点而备受研究者的青睐。香豆素染料具有很强的荧光性能,将其与3,4-二甲氧基苯硫酚连接合成了基于二乙胺基香豆素的硫醇类氨基酸化学传感器(Probe 1),通过紫外光谱和荧光发射光谱测试对Probe 1对硫醇类氨基酸的选择性、干扰性、响应时间等方面进行研究,测试结果表明：Probe 1在荧光发射光谱547 nm处对GSH有着很高的选择性,在475 nm处对Cys、Hcy也有着很好的选择性,为了区分Cys和Hcy,将缓冲溶液的pH值变更为6.0,在发射波长为445 nm处对Cys具有很好的选择性,进而可以区分Cys和Hcy。 Probe 1与GSH的响应时间基本可以在90s内达到平衡,因其快速的响应时间可以大大提高检测硫醇类氨基酸的效率,使得检测过程更加便捷。我们又成功实现了在活体细胞中检测硫醇类氨基酸的荧光成像实验,并且Probe 1与GSH、Cys、Hcy都是1：1化学计量比反应。因此Probe1具有在环境体系和生物体系中定性定量检测硫醇类氨基酸的应用前景。DPP作为一种具有较高斯托克斯位移的荧光染料具有作为近红外荧光传感器的潜力,因此,将其与苯并噻唑亚铵盐连接合成了Probe 2,并利用紫外吸收光谱和荧光发射光谱对Probe 2的光物理性质和各种阴阳离子的传感识别进行了研究。测试结果表明在乙腈和Tris缓冲溶液中Probe 2在539nm激发时,没有荧光发射现象。当加入CN-后在波长为596nm处出现荧光发射峰使荧光强度增至35倍左右,从而达到对CN-识别。该探针对CN-具有很高的选择性,并且与CN-的反应计量比为1：1,因此Probe 2具有在环境体系和生物体系中对微量CN-检测的应用潜力。
[Abstract]:In the past decade, biochemistry has been widely used in fluorescent sensors, developing a series of functional organic molecules for the detection of harmful substances in the human body, whether biological or not. Because of its high sensitivity, high selectivity, simple operation and very low detection limit, fluorescent chemical sensor plays an important role in medicine and people's life. The advantages of biometric imaging in living cells have attracted the attention of researchers. Coumarin dyes have strong fluorescence properties, which are combined with 3. 4-dimethoxyphenylthiophenol was used to synthesize thiol amino acid chemical sensor Probe1 based on diethylaminocoumarin. The selectivity, interference and response time of Probe 1 to mercaptan amino acids were studied by UV and fluorescence emission spectra. The results show that: Probe1 has a high selectivity for GSH at 547nm and a good selectivity for Cys-Hcy at 477nm. In order to distinguish the Cys from the Cys, the pH value of the buffer solution was changed to 6.0, and the selectivity of Cys was obtained at 445nm. Furthermore, the response time of Cys and Hcy. Probe 1 and GSH can be balanced in 90 s. Because of its rapid response time can greatly improve the efficiency of detection of thiol amino acids, making the detection process more convenient, we have successfully achieved the detection of mercaptan amino acids in living cells fluorescence imaging experiment. And Probe 1 and GSH Cys. Hcy is 1:. 1 stoichiometric reaction.DPP is a fluorescent dye with high Stokes shift, so it has the application prospect of qualitative and quantitative determination of mercaptan amino acids in environmental and biological systems. It has the potential as a near infrared fluorescence sensor. Therefore, Probe _ 2 was synthesized by ligating it with benzothiazole ammonium sulfite. The UV absorption and fluorescence emission spectra of Probe were also used. The photophysical properties of Probe _ 2 and the sensing recognition of various anions were studied. The results showed that Probe _ 2 was excited at 539nm in acetonitrile and Tris buffer solution. There was no fluorescence emission phenomenon. The fluorescence emission peak appeared at 596 nm after the addition of CN-, and the fluorescence intensity increased to about 35 times. Thus, CN- recognition is achieved. The probe has a high selectivity to CN-, and the molar ratio of CN- to CN- is 1: 1. Therefore, Probe 2 has the potential to be applied to the detection of trace CN- in both environmental and biological systems.
【学位授予单位】：延边大学
【学位级别】：硕士
【学位授予年份】：2016
【分类号】：O657.3

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