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超分子体系中的分子识别研究27. 单-[6-(8-氧喹啉基)]-β-环糊精与模型底物分子识别的荧光光谱研究

MOLECULAR RECOGNITION STUDIES ON SUPRAMOLECULAR SYSTEMS 27. MOLECULAR RECOGNITLON STUDY OF MONO[6-O-(8-QUINOLYL)-β- CYCLODEXTRIN WITH MODEL SUBSTRATES BY FLUORESCENCE SPECTROMETRY

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【作者】 尤长城; 李玉梅; 刘育;

【Author】 You Changcheng, Li Yumei, Liu Yu (Department of Chemistry, Nankai University, Tianjin, 300071)

【机构】 南开大学化学系!天津; 300071;

【摘要】 采用荧光光谱滴定法测定了单-[6-(8-氧喹啉基)]-β-环糊精(2)与9 种脂肪醇、3 种脂肪酸和樟脑手性对映体在磷酸缓冲溶液中,25℃时形成超分子配合物的稳定常数,并与母体β-环糊精(1)的分子键合能力进行了比较.研究结果表明,客体分子的结构与主体化合物空腔的尺寸匹配决定了所形成超分子配合物的稳定性,即范德华力和疏水相互作用是分子识别的主要驱动力,而氢键作用对超分子配合物的稳定性有重要影响.键合到β-环糊精主面的喹啉基不仅可以作为一种荧光光谱的探针,也可以识别客体分子的手性,其中对(+ )/ (- )-薄荷醇的对映体选择性高达4.4(ΔΔG°= - 3.67kJ·m ol- 1).

【Abstract】 The fluorescence titrations have been performed to give the stability constants for the supramolecular systems formed by mono[6 O (8 quinolyl)] β cyclodextrin (2) with nine alkanols,three alkanic acids and camphor chiral isomer in phosphate buffer (pH 7.2, 0.1 mol·mol -3 ) at 25℃. The data obtained were compared with the binding ability of native β cyclodextrin (1). The inclusion complex stability is discussed from the view point of the size / shape matching between guest molecular structures and host cavity. It it found that van der Waals force and hydrophobic interaction play crucial role in the formation of supramolecular complexes, and hydrogen bonding interaction affects the stabilities of supramolecular complexes to some extent. The results also indicate that the quinolyl moiety of chemically modified β cyclodextrin as a probe for spectrometry can recognize the chiralty of grest,and the complex selectivity for (+)/(-) menthol is as high as 4.4 (ΔΔG°=-3.67kJ·mol -1 ).$$$$

【基金】 国家杰出青年科学基金;国家自然科学基金;天津市教委跨世纪人才基金
  • 【文献出处】 南开大学学报(自然科学版) ,JOURNAL OF NANKAI UNIVERSITY , 编辑部邮箱 ,1999年03期
  • 【分类号】O641.3
  • 【被引频次】8
  • 【下载频次】293
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