基于苯并吡喃腈的新型近红外荧光探针的合成与性能研究

发布时间：2018-01-12 13:20

本文关键词：基于苯并吡喃腈的新型近红外荧光探针的合成与性能研究　出处：《郑州大学》2017年硕士论文　论文类型：学位论文

【摘要】：荧光检测法与其它的分析技术相比具有较强吸引力,因为其具有高灵敏性、优异选择性和原位检测等优点。荧光探针在检测生物物种分子时是基于荧光发射强度信号的增强或减弱,可应用于活细胞中的生物物种成像,是一种快捷方便的检测工具。苯并吡喃腈类化合物作为重要的红色荧光染料,广泛应用于电致发光、光学材料、染料敏化太阳电池和化学传感等领域。基于其自身的结构特征,苯并吡喃腈类化合物识别机理通常是基于ICT过程。苯并吡喃腈类化合物的荧光发射波长通常在600 nm以上并且具有高荧光量子产率,这为其在生物体中的应用提供了更大的使用空间。鉴于上述优点,本论文通过对苯并吡喃腈类化合物进行结构修饰,合成了6个新型的近红外荧光探针Lx1-Lx6,这6个探针都是未见报道的新型化合物。1.探针Lx1、Lx2、Lx3对水合肼有很好的专一的识别,探针Lx2能在DMSO与水(7:3,v/v,10 mM PBS,pH=7.4)体系中和探针Lx3能在DMSO与水(4:1,v/v,10 mM PBS,pH=7.4)体系中比率和比色检测N_2H_4·H_2O,且探针Lx3比探针Lx2更加灵敏快速。同时自来水试验可证明这两个探针可以检测饮用水中的N_2H_4·H_2O;细胞成像实验表明这两个探针可以成功应用于细胞中N_2H_4·H_2O的检测。2.探针Lx4利用SO_3~(2-)亲核性对SO_3~(2-)有很好的专一的识别,且反应速度较快,可以实现裸眼识别。3.探针Lx5利用H_2S的还原性将-NO_2还原成-NH_2。探针Lx5可以在DMSO水溶液(PBS缓冲溶液)中专一灵敏的识别H_2S。4.探针Lx6响应速度快,且可以在纯的Tris-HCl体系中识别H2S,探针Lx6可以制成试纸条并简单快速地检测环境中的H_2S。
[Abstract]:Fluorescence detection is more attractive than other analytical techniques because of its high sensitivity. The fluorescence probe is based on the enhancement or weakening of fluorescence emission intensity signal, and can be used in biological species imaging in living cells. As an important red fluorescent dye, benzopyranitrile compounds are widely used in electroluminescent and optical materials. Dye-sensitized solar cells and chemical sensing. Based on their own structural characteristics. The recognition mechanism of benzopyranitrile compounds is usually based on the ICT process. The fluorescence emission wavelength of benzopyranitrile compounds is usually more than 600nm and the fluorescence quantum yield is high. In view of the above advantages, the structure modification of benzopyranonitrile compounds was carried out in this paper. Six novel near-infrared fluorescent probes Lx1-Lx6 were synthesized. The six probes were all new compounds. 1.The probe Lx1nLx2Lx3 has a good recognition of hydrazine hydrate. The probe Lx2 can be found in the system of DMSO and water 7: 3 v / v ~ (10 mm) and the probe Lx3 in DMSO and 4: 4: 1 v / v 路v / v). The ratio and colorimetry in 10 mm PBSU pH = 7.4) system were used to detect the number of N _ 2H _ (2) H _ (2) and S _ (2) H _ (2) H _ 2O. Moreover, the probe Lx3 is more sensitive and rapid than probe Lx2, and the tap water test can prove that the two probes can detect Ns _ 2H _ 2H _ 4 路H _ 2O in drinking water. The results of cell imaging showed that the two probes could be successfully used in the detection of Ns _ 2H _ 2H _ 2s _ 4 路H _ 2O in cells. The probe Lx4 used so _ 3s _ 3 ~ (~ (2)) as a nucleophilic pair for so _ s _ 3s _ (2). There's good, focused recognition. And the reaction rate is fast. Naked eye recognition .3.The probe Lx5 can reduce -no _ 2 to -NH _ 2 by using H _ 2S reductivity. The probe Lx5 can be used in DMSO aqueous solution to reduce -no _ 2 to -NH _ 2 _ 2.The probe Lx5 can be used in DMSO aqueous solution. The first polytechnic school has a sensitive recognition of Hs 2S.4. the Lx6 response speed of the probe is fast. The H2Ss can be recognized in pure Tris-HCl system. The probe Lx6 can be made into test strip and detect H2Ss in the environment easily and quickly.
【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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