新型线性共轭多吡咯和异卟啉的合成与锌离子荧光探针研究

项目名称： 新型线性共轭多吡咯和异卟啉的合成与锌离子荧光探针研究

项目编号： No.21472047

项目类型： 面上项目

立项/批准年度： 2015

项目学科： 无机化学

项目作者： 解永树

作者单位： 华东理工大学

项目金额： 84万元

中文摘要： 近年来，功能有机分子的设计、合成及其在相关学科的应用引起了广泛关注。本项目从简单的吡咯单元出发，设计、合成结构新颖的柔性线型共轭多吡咯和异卟啉，并针对锌离子探针设计中存在的问题，基于简单有效的螯合荧光增强(CHEF)策略，发展一类荧光增强型锌离子探针，用于识别生物体系中具有重要作用的Zn2+。可望得到具有高选择性、高灵敏度以及近红外荧光增强型Zn2+探针。引入亲水基团后，可应用于生物体系锌离子检测和荧光成像。合成方面，通过氧化环化、开环和环转化等特色反应，合成目标产物，可望得到其它方法难以合成的线性和大环多吡咯，丰富和发展有机合成化学，特别是卟啉和异卟啉合成化学，为功能有机化学和新型功能超分子体系的构建提供新的结构体系。总之，本项目有重要的理论和实际应用价值。申请人在相关领域有较丰富的研究经验，而且本项目有很好的预研基础，已合成部分目标产物，并得到晶体结构，为项目的完成奠定了良好的基础。

中文关键词： 异卟啉；荧光探针；近红外荧光；螯合增强型荧光；荧光增强

英文摘要： In recent years, the design and syntheses of functional organic molecules and their applications in related areas have attracted extensive interest. In this project, starting from simple pyrrole units, we are planning to design and synthesize novel linear conjugated oligopyrroles and porphyrinoids for the development of a class of fluorescence turn-on Zn2+ probes, based on the simple and effective design strategy of chelation enhanced fluorescence (CHEF) by addressing the problems commonly encountered in the design of Zn2+ probes.Through the optimization of the molecular structures, highly selective and highly sensitive Zn2+ probes with NIR fluorescence may be developed. After the introduction of hydrophilic groups, they will be used for the detection and fluorescent imaging of Zn2+ in biochemical systems. Regarding the synthesis, the target molecules will be obtained through oxidative ring closure, ring opening and ring interconversion reactions. In this way, linear oligopyrroles and porphyrinoids with novel structures may be synthesized. The results will be valuable for enriching and developing organic synthesis chemistry, especially porphyrin and porphyrinoid chemistry, and thus provide new structures for functional organic chemistry and supramolecular assemblies. In summary, this project is of theoretical and practical importance. In addition, the applicant has rich research experience in related areas, and some target compounds of this project have been synthesized and characterized by X-ray diffraction analyses. These previous researches are highly favorable for performing this project.

英文关键词： porphyrinoids;fluorescent probes;NIR fluorescence;chelation enhanced fluorescence;fluorescence turn-on