Univ Lille Nord de France, F-59000 Lille, France.
Carbohydr Res. 2011 Jan 3;346(1):35-42. doi: 10.1016/j.carres.2010.09.031. Epub 2010 Oct 23.
A new fluorescent β-cyclodextrin has been synthesized by coupling an anthracene moiety to the cyclic oligosaccharide via click chemistry. The influence of the triazole spacer was compared to the simple amino and amido linkers. While a sensing ability toward adamantan-1-ol was observed with the latter two spacers, the absence of inclusion capacity prevents the triazole modified cyclodextrin from showing any fluorescence variations. The difference in the binding behaviors studied by Isothermal Titration Calorimetry, UV-vis and fluorescence spectroscopies, was highlighted by the NOESY NMR spectra of the modified cyclodextrins: whereas a free cavity was observed for the amino and amido linkers, an important obstruction was obtained in the case of the triazole.
通过点击化学将蒽基部分连接到环状低聚糖上，合成了一种新的荧光 β-环糊精。比较了三唑间隔基与简单的氨基和酰胺基连接基的影响。虽然后两种间隔基对金刚烷-1-醇具有传感能力，但由于缺乏包合能力，三唑修饰的环糊精无法显示任何荧光变化。通过等温滴定量热法、紫外可见光谱和荧光光谱研究的结合行为差异，通过修饰环糊精的 NOESY NMR 谱得到了强调：虽然对于氨基和酰胺基连接基观察到了自由腔，但在三唑的情况下获得了重要的阻碍。
