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Influence of substituted groups on the binding ability of benzoyl-modified β-cyclodextrins
Authors:Cao Yujuan  Lu Runhua
Institution:aDepartment of Chemistry and Environment, South China Normal University, Guangzhou 510006, PR China;bDepartment of Applied Chemistry, College of Science, China Agricultural University, Beijing 100094, PR China;cLanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, PR China
Abstract:A series of substituted benzoyl modified β-cyclodextrins, including mono-6-O-(p-methylbenzoyl)-β-CD (1), mono-6-O-(m-methylbenzoyl)-β-CD (2), mono-6-O-(o-methylbenzoyl)-β-CD (3), mono-6-O-(p-methoxylbenzoyl)-β-CD (4), mono-6-O-(m-methoxylbenzoyl)-β-CD (5), mono-6-O-(o-methoxylbenzoyl)-β-CD (6), mono-6-O-(m, p-dimethoxylbenzoyl)]-β-CD (7), mono-6-O-(o,m-dimethoxylbenzoyl)-β-CD (8), and mono-(6-O-benzoyl)-β-CD (9) were synthesized and their inclusion properties were studied by using fluorescence spectroscopy. The binding constants (Ka) of the modified β-CD derivatives with 2-p-toluidinylnaphthalene-6-sulfonate (TNS) were determined on the basis of the fluorescence spectroscopy. The effect of types and location of substituted groups of the benzene ring of the modified β-cyclodextrins on the binding property was discussed. Results indicated that the substituents had significant influences on the binding abilities of modified β-cyclodextrins.
Keywords:β  -Cyclodextrin derivatives  Substituent effect  Fluorescence spectroscopy  TNS
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