Yang Qing-Yu, Zhang You-Ming, Ma Xiao-Qiang, Dong Hong-Qiang, Zhang Yun-Fei, Guan Wen-Li, Yao Hong, Wei Tai-Bao, Lin Qi
Key Laboratory of Eco-functional Polymer Materials of the Ministry of Education, Key Laboratory of Eco-environmental Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, China.
Key Laboratory of Eco-functional Polymer Materials of the Ministry of Education, Key Laboratory of Eco-environmental Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, China; Gansu Natural Energy Research Institute, Lanzhou, Gansu 730046, China.
Spectrochim Acta A Mol Biomol Spectrosc. 2020 Oct 15;240:118569. doi: 10.1016/j.saa.2020.118569. Epub 2020 Jun 1.
L-Methionine (L-Met) is one of the essential amino acids in human health, efficiently detect L-Met is a significant issue. Herein, a concept "dual-site collaborative recognition" had been successfully introduced into the design and achieved high selective and sensitive recognition of L-Met. In order to realize the "dual-site collaborative recognition", we rationally designed and synthesized an ester functionalized pillar[5]arene-based fluorescent sensor (SP5). And it shows blue Aggregation-induced emission (AIE) fluorescence. In the SP5, the pillar[5]arene group act as C-H···π interactions site, and ester group serve as multi hydrogen bonding acceptor. Interestingly, the SP5 exhibited high selectivity and sensitivity (2.84 × 10 M) towards L-Met based on the collaboration of electron-rich cavernous pillar[5]arene group and ester group through C-H···π and H-bond interactions, respectively. This "dual-site collaborative recognition" mechanism has been investigated by H NMR, ESI-MS and theoretical calculation including frontier orbital (HOMO and LUMO), electrostatic potential (ESP) and the noncovalent interaction (NCI). These theoretical calculations not only support the proposed host-guest recognition mechanism, but also provided visualized information on the "dual-site collaborative recognition" mode. Furthermore, the concept "dual-site collaborative recognition" is an effective strategy for easily detecting biological molecules.
L-甲硫氨酸（L-Met）是人体健康必需的氨基酸之一，高效检测L-Met是一个重要问题。在此，“双位点协同识别”概念已成功引入设计中，并实现了对L-Met的高选择性和灵敏识别。为了实现“双位点协同识别”，我们合理设计并合成了一种基于酯功能化柱[5]芳烃的荧光传感器（SP5）。它呈现出蓝色聚集诱导发光（AIE）荧光。在SP5中，柱[5]芳烃基团作为C-H···π相互作用位点，酯基团作为多氢键受体。有趣的是，基于富电子的海绵状柱[5]芳烃基团和酯基团分别通过C-H···π和氢键相互作用的协同作用，SP5对L-Met表现出高选择性和灵敏度（2.84×10 M）。通过核磁共振氢谱（H NMR）、电喷雾电离质谱（ESI-MS）以及包括前线轨道（HOMO和LUMO）、静电势（ESP）和非共价相互作用（NCI）的理论计算，对这种“双位点协同识别”机制进行了研究。这些理论计算不仅支持了所提出的主客体识别机制，还提供了关于“双位点协同识别”模式的可视化信息。此外，“双位点协同识别”概念是一种易于检测生物分子的有效策略。
