聚电解质诱导的芘基荧光探针的制备与应用

发布时间：2018-06-23 23:47

本文选题：荧光探针 + 芘　；参考：《郑州大学》2017年硕士论文

【摘要】：荧光探针因其操作简便、灵敏度高、响应快速、成本低廉、不损样品等众多优点而备受人们关注,并被广泛的应用在化学、生物学和医学等研究领域。芘及其衍生物是一类性能优异的荧光材料,具有化学结构稳定、易于合成、量子产率高、荧光寿命长等特点,尤其是在特定的条件下芘环可以发生单体与激基缔合物之间的相互转换,为其在荧光探针的设计与应用中提供了广泛空间。如今,已经有很多基于芘及其衍生物的荧光探针被研究开发出来用于各种生物分子、金属离子等的检测。在这些荧光探针中,虽然有些具有较好的灵敏度和选择性,但还是受到复杂的合成工序、差的水溶性等缺陷的制约,使其不能在实际应用中得以推广。因此,如何设计出易于合成、水溶性好、响应快速并能够得到实际应用的芘基荧光探针,具有重要的研究意义。基于以上的设计理念和研究目的,本文主要做了如下工作:1.两步法合成了阴离子型芘衍生物4-(芘-1-基)丁烷-1-磺酸钠(PBSS),在不同的缓冲溶液中由聚电解质聚二烯基丙二甲基氯化铵(PDDA)在静电作用力下诱导制备得到激基缔合物(PPE),并对其进行了光谱性质等的研究。2.将激基缔合物(PPE)用于对环境污染物2,4,6-三硝基苯酚(TNP)的检测。TNP被广泛用于印染、生物医药、烟花等相关领域,是一种典型的环境污染物,对它的相关研究与检测也一直备受关注。本文通过TNP对PPE荧光的淬灭建立了一种新型的TNP快速检测法。并通过一系列的实验对机理进行了探究,发现TNP在静电作用、π-π作用以及电子转移作用下直接与PPE结合,并未导致PPE解体。基于这一独特的机理实现了对TNP的高灵敏度、高选择性、可视化的检测,检测限为5 n M。在实际样品土壤和自来水中,PPE仍旧展现出对TNP很好的检测效果,检测限分别为10 n M和22.9 ppb。3.将激基缔合物(PPE)用于对生物大分子肝素(heparin)的检测。heparin是临床用量最大的抗凝血药物,同时也与众多的生理和病理过程息息相关,因此,实时监测和量化血清中的heparin,对于生理过程的研究和临床应用具有重要的意义。本文利用heparin诱导芘的excimer-monomer的相互转换导致PPE解离,实现heparin的快速可视化检测。检测限为0.14μM。在紫外灯的照射下,肉眼的检测限为2.0μM。在实际样品牛血清中检测heparin时,同样得到了令人满意的检测效果,这对未来heparin的检测和研究具有重要的参考价值。
[Abstract]:Fluorescent probes have attracted much attention for their advantages such as simple operation, high sensitivity, rapid response, low cost and no damage to samples, and have been widely used in chemical, biological and medical research fields. Pyrene and its derivatives are a kind of fluorescent materials with excellent properties, such as stable chemical structure, easy synthesis, high quantum yield and long fluorescence lifetime. Especially under certain conditions, the conversion between monomer and excimer can occur in pyrene ring, which provides a wide range of space for the design and application of fluorescent probes. Nowadays, many fluorescent probes based on pyrene and its derivatives have been developed for the detection of various biomolecules and metal ions. Although some of these fluorescent probes have good sensitivity and selectivity, they are still restricted by the defects of complex synthesis process and poor water solubility, which make them impossible to be popularized in practical applications. Therefore, it is of great significance to design pyrene fluorescence probes which are easy to synthesize, water-soluble, fast response and can be applied in practice. Based on the above design ideas and research purposes, this paper mainly does the following work: 1. Anion pyrene derivative 4- (pyrene 1-yl) butane-1-sulfonate (PBSS) was synthesized by two-step method. The excimer was induced by polyelectrolyte polyallylidene dimethylammonium chloride (PDDA) in different buffer solution under electrostatic force. (PPE), and its spectral properties were studied. The excimer association complex (PPE) has been widely used in printing and dyeing, biomedicine, fireworks and other related fields. It is a typical environmental pollutant, and its related research and detection has been paid much attention. In this paper, a new rapid determination method of TNP was established by quenching the fluorescence of PPE by TNP. Through a series of experiments, it is found that TNP binds directly to PPE under electrostatic action, 蟺-蟺 interaction and electron transfer, and does not lead to the disintegration of PPE. Based on this unique mechanism, the high sensitivity, high selectivity and visual detection of TNP are realized. The detection limit is 5 nm. The detection limits of PPE for TNP in soil and tap water were 10 mm and 22. 9 ppb. 3, respectively. The use of excimer association complex (PPE) in the detection of biomacromolecular heparin (heparin) is the most widely used anticoagulant, and is closely related to many physiological and pathological processes. Real-time monitoring and quantification of heparin in serum is of great significance for the study of physiological processes and clinical application. In this paper, the conversion of excimer-monomer induced by pyrene by heparin leads to the dissociation of heparin, which realizes the rapid visual detection of heparin. The detection limit was 0.14 渭 M. Under the irradiation of ultraviolet lamp, the detection limit of naked eye was 2.0 渭 M. The detection of heparin in bovine serum is also satisfactory, which has important reference value for the detection and study of heparin in the future.
【学位授予单位】：郑州大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O657.3

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