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Citation: LI Lai-Sheng, GE Xiao-Hui, LI Yan-Ping. Molecular Recognition Interaction of Perhydroxycucurbit[6] uril with p-Aminobenzenesulfonic Acid by Spectroscopic Methods[J]. Chinese Journal of Applied Chemistry, ;2006, 23(7): 747-752. shu

Molecular Recognition Interaction of Perhydroxycucurbit[6] uril with p-Aminobenzenesulfonic Acid by Spectroscopic Methods

1.
The Center of Analytical and Testing, Nanchang University, Nanchang 330047

Corresponding author: LI Lai-Sheng,
Received Date: 20 August 2005
Available Online: 26 December 2005
Fund Project: 江西省自然科学基金(9920024) (9920024)江西省教委基金(JJ2006-07)资助项目 (JJ2006-07)

The inclusion interaction of perhydroxycucurbit[6] uril(HOCB6) with p-aminobenzene sulfonic acid(ABS) was studied by UV spectroscopic and fluorimetric methods.Several effect factors,such as the pH values,common organic solvents and surfactants on the fluorescent intensity and the stability of the complex were investigated.The results indicate that the hydrogen-bonding interaction between HOCB6 and ABS contributed to the formation of a 1:1 type exo-inclusion complex.The complex constant was determined to be 1.39×10³ L/mol.The comparative studies of HOCB6 with other supramolecules,such as cucurbit[6] uril(CB6),β-cyclodextrin and p-(N,N-dimethylaminomethyl)-calix[8] arene,were also carried out by using ABS as guest probe.The spectral changes showed that the stable endo-inclusion complex was formed between cucurbit[6] uril and ABS through hydrophobic interaction,and the exo-inclusion complex was formed between p-(N,N-dimethylaminomethyl)-calix[8] arene and ABS through hydrogen-bonding and π-π interactions mainly.Their complex constants were determined to be 1.31×10² L/mol and 2.57×10⁴ L/mol,respectively.While the interaction between β-cyclodextrin and ABS did not exit,which ascribed to the big cavity of β-cyclodextrin.It is noteworthy that the structure of HOCB6-ABS is different from that of its parent CB6-ABS due to the introduction of peripheral hydroxyl groups and hydrogen-bonding interaction.
- UV spectroscopy,
- fluorimetric method,
- molecular recognition,
- inclusion complex,
- perhydroxycucurbit[6] uril,
- p-aminobenzenesulfonic acid
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