Unusual Inversion Phenomenon of β-Cyclodextrin Dimers in Water

被引:35
作者
Menuel, Stephane [1 ]
Azaroual, Nathalie [2 ]
Landy, David [3 ]
Six, Natacha [1 ]
Hapiot, Frederic [1 ]
Monflier, Eric [1 ]
机构
[1] Univ Lille Nord France, Fac Jean Perrin, Unite Catalyse & Chim Solide,CNRS, UCCS UArtois,UMR 8181, F-62300 Lens, France
[2] Univ Lille 2, Lab Phys & Applicat RMN, Fac Pharm, F-59006 Lille, France
[3] Univ Littoral, Univ Lille Nord France, UCEIV, MREI 1, F-59140 Dunkerque, France
关键词
calorimetry; conformational analysis; cyclodextrins; host-guest chemistry; NMR spectroscopy; COOPERATIVE BINDING; COMPLEXATION; RECOGNITION; CATALYSIS;
D O I
10.1002/chem.201003221
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A conformational analysis of three triazole-containing bridged bis-beta-cyclodextrins (CD) has been carried out to evaluate their recognition ability. NMR spectroscopy and ITC measurements clearly demonstrate that one of the CD glucopyranose units undergoes a 360 degrees rotation in water so that the spacer linking the two CDs is deeply included into one of the CD cavities. The amplitude of this inversion phenomenon depends on the nature of the spacer and results in a limited accessibility to the CD cavities in line with previous catalytic results.
引用
收藏
页码:3949 / 3955
页数:7
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