罗丹明衍生物的荧光性能研究以及在荧光成像中的应用

发布时间：2018-03-19 12:03

本文选题：荧光分子探针　切入点：荧光性能　出处：《河北大学》2017年硕士论文　论文类型：学位论文

【摘要】：荧光分子探针具有响应速度快、选择性好、操作简单、成本低廉等优势,在生物成像技术方面发挥着重要的作用。罗丹明类荧光染料具有荧光量子产率高,摩尔吸光系数大,发射波长长、背景干扰小等光物理性质,此外罗丹明染料还具备毒性小、水溶性高、对pH不敏感、价格便宜等优点,使其成为合成荧光分子探针重要的母体之一。因此设计合成一类性能优异的罗丹明探针有非常的重要意义。本文通过对罗丹明进行修饰制备了具有高稳定性的罗丹明及硅基罗丹明荧光探针,并对其荧光性能与荧光成像进行了研究。具体工作如下:以罗丹明为发光中心,在其9-位引入含有不同取代基的苯环,设计合成了六种罗丹明(AZOR-1、AZOR-2、AZOR-3)和硅基罗丹明荧光分子探针(AZSiR-1、AZSiR-2、AZSiR-3)。荧光性能实验结果表明:AZOR和AZSi R探针具有高的摩尔吸光系数(105M-1cm-1);硅原子的引入使得罗丹明探针的最大吸收与最大发射峰(AZOR:λabs=553-562nm,λem=580-588 nm)红移至近红外区(AZSiR:λabs=652-664 nm,λem=663-681 nm);罗丹明及硅基罗丹明的9-位引入大尺寸的甲苯及三氟甲苯后,不仅能够有效抑制荧光分子激发态的非辐射衰减,大大提高了其荧光量子产率(AZOR:从52%到74%;AZSiR:从24%到74%);而且能够有效阻止亲核试剂进攻,使得探针具有很好的化学稳定性。连续光照射下,引入吸电子基团三氟甲苯后使得氟化的罗丹明探针AZOR-3和AZSiR-3具有很好的光学稳定性。活细胞实验结果表明:AZOR和AZSiR探针对HeLa细胞都没有明显的毒性(细胞存活率大于85%),都具有良好的细胞膜通透性,并且AZOR探针能够很好地定位到线粒体,同时这些探针在细胞内都有良好的荧光稳定性。
[Abstract]:Fluorescent molecular probe has fast response speed, good selectivity, simple operation, low cost and other advantages, plays an important role in biological imaging technology. Luo Danming fluorescent dyes have high fluorescence quantum yields, molar absorption coefficient, long wave emission, background interference and small optical properties, in addition also has Luo Danming dye low toxicity, high water solubility, not sensitive to pH, the advantages of cheap, make it become one of the important precursor of fluorescence molecular probes. Therefore the design of Luo Danming probe synthesis a kind of excellent performance has very important significance. Based on the modified Luo Danming system has high stability and silicon based fluorescent probe Luo Danming Luo Danming the preparation, and the fluorescent properties and fluorescence imaging was studied. The specific work is as follows: with Luo Danming as the luminescence center, in the introduction of 9- containing different substituents in the benzene ring. Six Luo Danming synthesized (AZOR-1, AZOR-2, AZOR-3) and silicon Luo Danming fluorescent probes (AZSiR-1, AZSiR-2, AZSiR-3). The experimental results show that AZOR and AZSi fluorescence probe R with high molar absorption coefficient (105M-1cm-1); the introduction of silicon atoms to the maximum absorption and emission maximum de Lo rhodamine probe the peak (AZOR: x abs=553-562nm, NM x em=580-588) shifted to the near infrared region (AZSiR: x abs=652-664 nm nm; 9- em=663-681, lambda) introduction of large size silicon Luo Danming Luo Danming and toluene and three fluorine toluene, not only can effectively inhibit the non radiative decay of the excited state fluorescence, which greatly improves the fluorescence quantum yield (AZOR: from 52% to 74%; AZSiR: from 24% to 74%); and can effectively prevent nucleophilic attack, the probe has good chemical stability. Continuous light irradiation, electron absorption into three fluorine toluene after the fluorination Luo Danming AZOR-3 and AZSiR-3 probe with optical good stability. The experimental results show that AZOR and AZSiR live cell probe have no obvious toxicity to HeLa cells (cell survival rate more than 85%), has good membrane permeability, and AZOR probe can be well positioned to mitochondria, and these have fluorescence probe good stability in the cell.

【学位授予单位】：河北大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O657.3

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