【作者】 赵洁；

【导师】 孙世国；

【作者基本信息】 西北农林科技大学 ， 化学生物学， 2014， 硕士

【摘要】 近几年来，荧光分析法因其简单快速的特点，广泛应用于一些离子和小分子检测。本文简单介绍了近年来水合肼和次氯酸荧光探针的发展。并以苊醌和丙二腈为原料，通过缩合反应，合成了可以用于检测水合肼和次氯酸的小分子荧光探针，并研究了其应用性能。一、以苊醌和丙二腈为原料，通过一步合成得到了水合肼荧光探针化合物1。研究了在水合肼存在下，化合物1的光谱性质变化以及化合物1的荧光强度与水合肼浓度的线性关系，计算得到水合肼最低检测限为0.3μM；在其他干扰物存在下，化合物1不仅可以对水合肼进行选择性检测，还可以检测人血清样品中添加的水合肼。特别是，化合物1是目前为数不多的可以实现活细胞内水合肼成像的荧光探针之一。二、根据化合物1检测水合肼的机理，我们分离得到了次氯酸荧光探针化合物2。探索了化合物2检测次氯酸的最优条件。在此基础之上，考察了化合物2对次氯酸响应的灵敏度及选择性。得到化合物2的荧光强度与次氯酸浓度的线性关系，计算出次氯酸的最低检测限为0.34μM。另外，还在试纸上实现了化合物2对次氯酸的可视化检测，肉眼观察检测限为5×10-5M。并且，化合物2可以实现细胞内次氯酸的检测，而不受复杂的生理环境影响。化合物2与次氯酸作用的机理是基于拜耳-维利格反应，该推测与化合物2与间氯过氧苯甲酸之间的拜耳-维利格反应结果完全相符。更多还原

【Abstract】 In recent years, the fluorescence analysis methods are widely used in the detection ofsome small molecules and ions, due to its simple and rapid detection characteristics. In thiscontribution, fluorescent probes for hydrazine hydrate and hypochlorous acid reported inrecent years were summarized. Using acenaphthenequinone and malononitrile as startingmaterials, we designed and synthesized fluorescent probes for hydrazine hydrate andhypochlorous acid, respectively. Furthermore, the application of the probes was studied.Firstly, acenaphthenequinone and malononitrile were used as raw materials to getcompound1by one step synthesis. The spectral properties of compound1were studied inthe presence of hydrazine hydrate followed the literature. Moreover, the linear relationshipbetween fluorescence intensity of compound1and the concentration of hydrazine hydratewas established and the minimum detecting limit was0.3μM. Compound1can detecthydrazine hydrate selectively in the presence of other ions and in the diluted blood samples.More importantly, compound1is one of the few fluorescent probes which can imagehydrazine hydrate in living cells. Meanwhile, the recognition mechanism was investigated.Secondly, according to the mechanism of compound1for recognizing hydrazinehydrate, compound2was isolated and the optimum conditions for compound2to detecthypochlorous acid was investigated. Meanwhile, the sensitivity and selectivity ofcompound2for hypochlorous acid was studied. The linear relationship between thefluorescence intensity of compound2and hypochlorous acid concentration was exploredand the minimum detecting limit was0.34μM. In addition, it is noted that compound2candetect hypochlorous acid on the test papers, the detection limit was5×10-5M by nakedeye. Furthermore, compound2can be imaged in living cells which was not affected by thecomplexed physical environment. According to the result, we speculated that compound2reacted with hypochlorite through the Bayer-Villiger Reaction. To demonstrate this,2reacted with a standard peroxide reagent3-chloroperoxybenzoic acid, and the resultingproduct was characterized, providing some further evidence on the proposed reactionmechanism.更多还原