接力策略指导的氨基酸荧光探针设计及手性识别性能研究

Development of the differential probe for the efficient recognition of multianalyte based on a single host is one of priority in the field of fluorescence sensors. In this project, this kind of fluorescence probe will be designed and synthesized. Then, we will explore the sensing properties of these probes with guest species. In connection with our previous works, the novel “relay recognition” concept is proposed and will be further developed and applied with the utilization of specific organic reactions and the supramolecular chemistry approach which will be realized through multiple interactions modes, including electrostatic interactions, van der waals interactions and steric hindrance etc. The novel sensing fashion will be clearly demonstrated in the chiral recognition of diverse combinations from biological and environmentally importantly guest species such as amino acids, metal ions. Guided by function-oriented synthesis (FOS), a series of fluorescence probes library will be established for the investigation of structure-activity relationship (SAR). The optimized probe could be found through high-throughput screening (HTS). This proposal is very important for the development of design strategy for the fluorescence probes and chiral recognition for amino acids.

基于单一主体，发展有效区分多重客体物种的探针是目前荧光传感器的前沿领域之一。本项目旨在设计这类挑战性的荧光探针及深入研究其传感性能。具体实现方式上，创新地提出“接力识别”概念，拟在申请者以往工作基础上，继续利用专一性有机反应并结合超分子化学途径下的多重作用模式：正负离子的静电吸引作用、分子间π-π、氢键作用和空间位阻排斥等，来达到接力识别客体分子的目的。具体选取在生命体系具有重要作用的氨基酸和影响人类生存环境的金属离子的多样性组合，以“接力识别”的方式来研究探针的手性识别性能；并以功能导向性合成为指导，建立荧光探针分子库以供构效关系调查，高通量筛选出优化探针。此项目的研究工作对于荧光探针设计策略及氨基酸的手性识别的发展有重要的学术意义。

以功能导向性合成为指导，得到了一系列具有接力识别性能的荧光探针分子，深入发展了接力识别的概念；完成接力识别的两种方式；通过氨基酸Cys(Hcy)和镓离子的接力识别以及铜离子和巯基氨基酸的接力识别等，实现了有效区分多重客体物种的多样性组合。