Guest-induced conformational change of β-cyclodextrin capped with an environmentally sensitive chromophore
Guest-induced conformational change of β-cyclodextrin capped with an environmentally sensitive chromophore
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DOI：
10.1016/0045-2068(82)90049-9
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发表时间：
1982-03
影响因子：
5.1
通讯作者：
K. Fujita;T. Ueda;T. Imoto;I. Tabushi;N. Toh;T. Koga
中科院分区：
文献类型：
--
作者：
K. Fujita;T. Ueda;T. Imoto;I. Tabushi;N. Toh;T. Koga
制备封端环糊精，6-脱氧-6-(对羟基-间硝基苯甲酰硫基)-β-环糊精，以检测客体结合时主体的任何构象变化。通过发色团封端，环糊精与1-金刚烷甲酸酯、环己烷甲酸酯、对甲基苯甲酸酯、3,3-二甲基丁酸酯或2,2-二甲基丙酸酯之间的缔合常数分别增强20、5.3、3.7、2.3或2.0倍。与客体结合后，该环糊精的电子、NMR、圆二色光谱以及 pKa 的变化强烈表明环糊精发色部分周围的构象变化。
A capped cyclodextrin, 6-deoxy-6-(p-hydroxy-m-nitrophenacylthio)-β-cyclodextrin, was prepared in order to detect any conformational change of the host upon the guest binding. The association constant between the cyclodextrin and 1-adamantanecarboxylate, cyclohexanecarboxylate,p-methylbenzoate, 3,3-dimethylbutyrate, or 2,2-dimethylpropionate was enhanced 20, 5.3, 3.7, 2.3, or 2.0 times, respectively, by chromophore capping. The changes in the electronic, NMR, and circular dichroism spectra as well as pKaof this cyclodextrin upon binding of the guest strongly indicate a conformational change around the chromophoric moiety of the cyclodextrin.