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Enantiopure Corral[4]BINOLs as Ultrastrong Receptors for Recognition and Differential Sensing of Steroids.
Fu, Rong; Li, Dai-Yuan; Tian, Jia-Hong; Lin, Yi-Lin; Zhao, Qing-Yu; Li, Wen-Li; Chen, Fang-Yuan; Guo, Dong-Sheng; Cai, Kang.
Affiliation
  • Fu R; College of Chemistry, Nankai University, 94 Weijin Road, Tianjin, 300071, China.
  • Li DY; College of Chemistry, Key Laboratory of Functional Polymer Materials (Ministry of Education), State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, Collaborative Innovation Center of Chemical Science and Engineering, Nankai University, Tianjin, 300071,
  • Tian JH; College of Chemistry, Key Laboratory of Functional Polymer Materials (Ministry of Education), State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, Collaborative Innovation Center of Chemical Science and Engineering, Nankai University, Tianjin, 300071,
  • Lin YL; College of Chemistry, Key Laboratory of Functional Polymer Materials (Ministry of Education), State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, Collaborative Innovation Center of Chemical Science and Engineering, Nankai University, Tianjin, 300071,
  • Zhao QY; College of Chemistry, Nankai University, 94 Weijin Road, Tianjin, 300071, China.
  • Li WL; College of Chemistry, Nankai University, 94 Weijin Road, Tianjin, 300071, China.
  • Chen FY; College of Chemistry, Key Laboratory of Functional Polymer Materials (Ministry of Education), State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, Collaborative Innovation Center of Chemical Science and Engineering, Nankai University, Tianjin, 300071,
  • Guo DS; College of Chemistry, Key Laboratory of Functional Polymer Materials (Ministry of Education), State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, Collaborative Innovation Center of Chemical Science and Engineering, Nankai University, Tianjin, 300071,
  • Cai K; College of Chemistry, Nankai University, 94 Weijin Road, Tianjin, 300071, China.
Angew Chem Int Ed Engl ; 63(24): e202406233, 2024 Jun 10.
Article in En | MEDLINE | ID: mdl-38591161
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]BINOLs), 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]BINOLs demonstrated exceptionally high recognition affinities (up to 1012 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.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Steroids / Naphthols Language: En Journal: Angew Chem Int Ed Engl Year: 2024 Document type: Article Affiliation country: China
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Steroids / Naphthols Language: En Journal: Angew Chem Int Ed Engl Year: 2024 Document type: Article Affiliation country: China