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Study on the Binding Ability of Mono-6-p-Nitrobenzoyl-β-Cyclodextrin with Naphthalene Derivatives in Aqueous Solution
Wang Yonghui,Zhu Manzhou,Ye Jianping,Guo Qingxiang*
Author NameAffiliationE-mail
Wang Yonghui Department of ChemistryUniversity of Science and Technology of ChinaHefei 230026  
Zhu Manzhou Department of ChemistryUniversity of Science and Technology of ChinaHefei 230026  
Ye Jianping Institute of ChemistryChinese Academy of ScienceBeijing 100080  
Guo Qingxiang* Department of ChemistryUniversity of Science and Technology of ChinaHefei 230026 qxguo@ustc.edu.cn 
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,朱满洲,叶建平,郭庆祥*
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
分类号: