Influence of substituted groups on the binding ability of benzoyl-modified beta-cyclodextrins.
A series of substituted benzoyl modified beta-cyclodextrins, including mono-6-O-(p-methylbenzoyl)-beta-CD (1), mono-6-O-(m-methylbenzoyl)-beta-CD (2), mono-6-O-(o-methylbenzoyl)-beta-CD (3), mono-6-O-(p-methoxylbenzoyl)-beta-CD (4), mono-6-O-(m-methoxylbenzoyl)-beta-CD (5), mono-6-O-(o-methoxylbenzoyl)-beta-CD (6), mono-6-O-(m, p-dimethoxylbenzoyl)]-beta-CD (7), mono-6-O-(o,m-dimethoxylbenzoyl)-beta-CD (8), and mono-(6-O-benzoyl)-beta-CD (9) were synthesized and their inclusion properties were studied by using fluorescence spectroscopy. The binding constants (K(a)) of the modified beta-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 beta-cyclodextrins on the binding property was discussed. Results indicated that the substituents had significant influences on the binding abilities of modified beta-cyclodextrins.
Yujuan
Cao
C
Department of Chemistry and Environment, South China Normal University, Guangzhou 510006, PR China. caoyj@scnu.edu.cn
Runhua
Lu
L
D009282:Naphthalenesulfonates / Q000737:chemistry*; D013050:Spectrometry, Fluorescence; D047392:beta-Cyclodextrins / Q000737:chemistry*
D009282:Naphthalenesulfonates; D047392:beta-Cyclodextrins; C009497:2-(4-toluidino)-6-naphthalenesulfonic acid