含芴环近红外分子开关的合成与性质研究

发布时间：2019-06-12 17:57

【摘要】：随着社会的进步,科学技术的发展,荧光探针愈加受到人们的关注,由于荧光探针具有光物理与光化学特性,灵敏度高、动态响应范围宽等优点,适合应用于生命体内的生理环境,已经被广泛应用在生命科学的研究领域。将设计好的荧光探针引入到组织或细胞之后,它可以富集在细胞或组织的特定成分中,通过荧光显微镜不但可以观察到细胞和组织切片,而且还可以对生物大分子、活细胞的结构等实现实时观察与检测,并且能够结合荧光光谱仪来获取荧光图像。此外,荧光技术还被广泛应用于探测与分析DNA和蛋白质的结构等方面。近红外荧光探针,相比于紫外或者可见光区的荧光探针,由于其吸收和发射光谱的波长范围在650 nm-900 nm的近红外区,可有效避免生物体和组织的自发荧光、自吸收以及光散射的干扰,最为关键的是近红外区检测对生命体的损伤小,适用于在活体细胞以及组织内进行分析和检测。因此,近年来,对近红外荧光探针的研究引起了科学家们的极大兴趣。本论文设计并合成了一类新颖的以芴环为母体的含有VA嗪和VA唑啉类开关单元的有机小分子荧光探针ⅡB,ⅢB,ⅣB,并对其进行了光谱性质的表征。三种化合物在二氯甲烷中其开环结构对应的紫外吸收均达到了600 nm以上,对应的荧光发射均达到了800 nm左右,到达了近红外区。我们研究了三种探针在不同条件下的紫外吸收光谱和荧光发射光谱,从光谱性质可以看出：化合物开环结构的盐受溶剂作用的影响很大,具有负溶剂化作用；三种化合物都具有水致变色和酸致变色的性质；对荧光性质最好的IVB分子继续研究,其展示出了非常好的光致变色性质和良好的抗疲劳性。由此可见,新型的含有VA嗪和VA唑啉类开关单元的近红外荧光探针与普通的探针分子相比已经展示出了丰富的外界刺激响应性能,运用于生命体,将反映出复杂生命体系中更多的信息,为其在蛋白质标记、生物分析与检测方面的应用奠定了基础。
[Abstract]:With the progress of society and the development of science and technology, fluorescence probe has been paid more and more attention. Because of its photophysical and photochemical properties, high sensitivity and wide dynamic response range, fluorescent probe has been widely used in the field of life science because it is suitable for the physiological environment of life. After the designed fluorescence probe is introduced into the tissue or cell, it can be enriched in the specific components of the cell or tissue. Not only the cells and tissue sections can be observed by fluorescence microscope, but also the biological macromolecules and the structure of living cells can be observed and detected in real time, and the fluorescence image can be obtained by combining fluorescence spectrometer. In addition, fluorescence technique has been widely used to detect and analyze the structure of DNA and protein. The near infrared fluorescence probe, compared with the UV or visible region fluorescence probe, can effectively avoid the interference of spontaneous fluorescence, self absorption and light scattering of organisms and tissues because the wavelength range of absorption and emission spectra is in the near infrared region of 650 nm-900 nm. The most important thing is that the near infrared region detection is less damage to living organisms, which is suitable for analysis and detection in living cells and tissues. Therefore, in recent years, the study of near-infrared fluorescence probes has attracted great interest of scientists. In this paper, a class of novel organic small molecule fluorescence probes II B, III B, IV B with viazines and VA azolin switches based on fluorene ring were designed and synthesized, and their spectral properties were characterized. The UV absorption of the ring-opening structure of the three compounds in dichloromethane is above 600 nm, and the corresponding fluorescence emission is about 800 nm, reaching the near infrared region. The UV absorption spectra and fluorescence emission spectra of the three probes under different conditions have been studied. It can be seen from the spectral properties that the salt of the ring-opening structure of the compound is greatly affected by solvent action and has negative solvation; all of the three compounds have the properties of water-induced and acid-induced discoloration; and the IVB molecules with the best fluorescence properties continue to study, which show very good photochromic properties and good fatigue resistance, which can be seen as follows: the UV absorption spectra and fluorescence emission spectra of the three probes under different conditions show that the salt of the ring-opening structure of the compound is greatly affected by the solvent action and has the negative solvation effect. Thus, compared with the common probe molecules, the new near infrared fluorescence probe containing Vazosin and VA azolin switch units has shown rich external stimulation response performance and will reflect more information in complex life system, which lays a foundation for its application in protein labeling, biological analysis and detection.
【学位授予单位】：兰州大学
【学位级别】：硕士
【学位授予年份】：2014
【分类号】：R914.5

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