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Study on the Binding Ability of Mono-6-p-Nitrobenzoyl-β-Cyclodextrin with Naphthalene Derivatives in Aqueous Solution
Wang Yonghui1, Zhu Manzhou1, Ye Jianping2, Guo Qingxiang*1
1.Department of Chemistry,University of Science and Technology of China,Hefei 230026;2.Institute of Chemistry,Chinese Academy of Science,Beijing 100080
Abstract:
To enhance the binding ability of β-cyclodextrin with naphthalene derivatives,a hydrophobic group to the rim of β-cyclodextrin was added and the new β-cyclodextrin compound—mono-6-p-nitrobenzoyl-β-cyclodextrin was synthesized. Its binding ability for 1: 1 inclusion complexation with 1-naphthoic acid was evaluated in the KCl/HCl buffer solution(pH=1.5,0.1 mol/dm3)at 15℃ by the spectrofluormetric titration. The results obtained indicated that mono-6-p-nitrobenzoyl-β-cyclodextrin could strongly include 1-naphthoic acid in aqueous solution;the modification dramatically enhanced the original binding ability of native β-cyclodextrin by a factor 9. The binding constants of mono-6-p-nitrobenzoyl-β-cyclodextrin and other naphthalenes such as 1-methoxynaphthalene,2-methoxynaphthalene,1-N,N-dimethylaminonaphthalene and 1-N,N-dimethylaminonaphthalene were obtained from the time-resolved fluorescence. The high binging ability of naphthalenes with NBCD make it is possible to assemble stable host-guest complexes.
Key words:  Binding ability,β-cyclodextrin,Naphthalene derivatives,Fluorescence spectroscopy
FundProject:
单-6-氧-(对硝基苯甲酰基)-β-环糊精与萘衍生物包合作用的荧光光谱研究
王永辉1, 朱满洲1, 叶建平2, 郭庆祥*1
1.中国科学技术大学化学系,合肥 230026;2.中国科学院化学研究所,北京 100080
摘要:
合成了一种新的环糊精衍生物单-6-氧-( 对硝基苯甲酰基)-β-环糊精(NBCD). 该化合物与1-萘甲酸(NA)在KCl/HCl缓冲水溶液(pH=1.5,0.1 mol/dm3)中形成1: 1包合物,15℃时的包合常数由稳态荧光测定,结果表明,NBCD 可以和1-萘甲酸形成稳定的包合物,与β-环糊精相比,稳定常数增加9 倍左右. 同时,时间分辨荧光得到了NBCD 与其它给电子的萘的衍生物的包合常数. 结果表明,在β-环糊精的6 位引进对硝基苯甲酰基能够显著增强其包合能力,使NBCD能够与萘的衍生物形成稳
关键词:  包合能力  环糊精  萘衍生物  荧光光谱
DOI:10.1088/1674-0068/17/1/56-60
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