Enantiopure Corral[4]BINOLs as Ultrastrong Receptors for Recognition and Differential Sensing of Steroids

作者：Rong Fu, Dai‐Yuan Li, Jia‐Hong Tian, Yi‐Lin Lin, Qingyu Zhao, Wenli Li, Fangyuan Chen, Dong‐Sheng Guo, Kang Cai · 发表于：Angewandte Chemie International Edition · 年份：2024 · DOI：10.1002/anie.202406233 · 被引用次数：35 · 研究领域：Molecular Sensors and Ion Detection、Supramolecular Chemistry and Complexes、Luminescence and Fluorescent Materials

Abstract The precise recognition and sensing of steroids, a type of vital biomolecules, hold immense practical value across various domains. In this study, we introduced corral[4]BINOLs ( C[4]BINOL s), a pair of enantiomeric conjugated deep‐cavity hosts, as novel synthetic receptors for binding steroids. Due to the strong hydrophobic effect of their deep nonpolar, chiral cavities, the two enantiomers of C[4]BINOL s demonstrated exceptionally high recognition affinities (up to 10 12 M −1 ) for 16 important steroidal compounds as well as good enantioselectiviy (up to 15.5) in aqueous solutions, establishing them as the most potent known steroid receptors. Harnessing their ultrahigh affinity, remarkable enantioselectivity, and fluorescence emission properties, the two C[4]BINOL enantiomers were employed to compose a fluorescent sensor array which achieved discrimination and sensing of 16 structurally similar steroids at low concentrations.