期刊
BIOORGANIC & MEDICINAL CHEMISTRY
卷 18, 期 4, 页码 1415-1420出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2010.01.024
关键词
Cyclodextrin; Cadmium; Fluorescence sensing; Supramolecular chemistry
资金
- 973 Program [2006CB932900]
- NNSFC [20932004, 20721062, 20772062]
- Tianjin Natural Science Foundation [07QTPTJC29600]
- Key Project of Chinese Ministry of Education [107026]
A novel beta-cyclodextrin derivative 1 bearing 8-hydroxyquinolino and triazole groups was synthesized in satisfactory yield by 'click chemistry'. With a good water solubility up to 0.03 mol/L, 1 exhibited an effective switch-on fluorescence response to Cd2+ over other common metal ions under physiological conditions. Studies on the recognition mechanism indicated that the cooperative coordination of Cd2+ with both the 8-hydroxyquinolino moiety excluded from the beta-CD cavity and the triazole moiety was a crucial and basic factor to achieve the fluorescent sensing process. Significantly, spectrophotometric studies also demonstrated that, after inclusion complexation with 1-adamantanecarboxylic acid sodium salt (AdCA), the resultant 1/AdCA system gave a more effective fluorescent sensing to Cd2+ through a cyclodextrin/substrate/Cd2+ triple binding mode. (C) 2010 Elsevier Ltd. All rights reserved.
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