次氯酸介导的过氧化氢探针的合成与研究

发布时间：2018-06-21 19:55

本文选题：荧光探针 + ROS　；参考：《延边大学》2017年硕士论文

【摘要】：过氧化氢是一种常见的ROS,主要产生于细胞线粒体内,其具有较强的氧化性,被广泛的应用于漂白剂和消毒剂中,在生物和生理过程中,是生物体代谢的必要产物,在生物体免疫、细胞信号传导过程中发挥重要作用,因而对细胞内过氧化氢的检测具有重要意义。已有的小分子探针主要是通过与过氧化氢发生直接作用来检测过氧化氢,其所选用的识别基团主要为硼酸衍生物,而当其与过氧化氢反应时容易受到其他氧化物质的干扰,不能很好的对过氧化氢的实际含量进行监测。为了解决这个问题,我们利用线粒体内的氯离子可以在MPO的催化下被过氧化氢氧化为次氯酸的反应,加入一个逆反应,即把次氯酸还原为氯离子的反应,设计合成了一种能与次氯酸特异性响应的探针。该探针所选择的荧光团为具有优异光学性能的BODIPY,所选择的识别基团是吩噻嗪,通过吩噻嗪片段中S对BODIPY的PET作用使探针荧光被淬灭,当探针与次氯酸作用之后由于PET作用的消失,探针荧光恢复,反应前后荧光表现为off-on形式,从而达到特异性检测次氯酸而不受其他氧化剂影响的目的。当过氧化氢将氯离子氧化为次氯酸后,次氯酸会与探针发生反应,使次氯酸重新被还原为氯离子,而生成的氯离子又可以与过氧化氢反应产生次氯酸。这样氯离子和次氯酸之间形成了完整的循环,而在这一循环过程中,与探针进行反应的是次氯酸,但实际消耗的确是过氧化氢,因而探针可以有效的被用于监测细胞内过氧化氢含量的变化,这种监测能够更好的跟踪由过氧化氢含量变化引发的疾病状态,对了解发病途径具有很大的帮助。
[Abstract]:Hydrogen peroxide is a kind of common ROS. mainly produced in mitochondria of cells, it has strong oxidizing properties and is widely used in bleaching agents and disinfectants. In biological and physiological processes, hydrogen peroxide is a necessary product of biological metabolism. It plays an important role in biological immunity and cell signal transduction, so it is of great significance for the detection of intracellular hydrogen peroxide. The existing small molecular probes are mainly used to detect hydrogen peroxide by direct interaction with hydrogen peroxide. The identified groups are mainly boric acid derivatives, and when they react with hydrogen peroxide, they are easily interfered by other oxidizing substances. The actual content of hydrogen peroxide is not well monitored. In order to solve this problem, we use the reaction that the chlorine ion in the mitochondria can be oxidized by hydrogen peroxide to hypochloric acid under the catalysis of MPO, adding a reverse reaction, that is, reducing hypochloric acid to chloride ion. A probe with specific response to hypochlorite was designed and synthesized. The fluorescence group selected by the probe is BODIPY with excellent optical properties, and the identified group is phenothiazine. The fluorescence of the probe is quenched by the PET action of S on BODIPY in the phenothiazine fragment. After the reaction of the probe with hypochloric acid, the fluorescence of the probe recovers due to the disappearance of the interaction between the probe and hypochloric acid, and the fluorescence appears to be in the form of off-on before and after the reaction, so that the specific detection of hypochloric acid is achieved without the influence of other oxidants. When hydrogen peroxide oxidizes chlorine ion to hypochloric acid, hypochloric acid reacts with the probe to reduce hypochloric acid to chlorine ion, and the resulting chlorine ion can react with hydrogen peroxide to produce hypochloric acid. So there's a complete cycle between chlorine and hypochloric acid, and during this cycle, hypochloric acid reacts with the probe, but the actual consumption is hydrogen peroxide. Therefore, the probe can be effectively used to monitor the changes of hydrogen peroxide content in cells, this monitoring can better track the disease state caused by the change of hydrogen peroxide content, which is helpful to understand the pathogenesis of the disease.
【学位授予单位】：延边大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O657.3

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