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).
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 vip 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 ).$$$$
出处
《南开大学学报(自然科学版)》
CAS
CSCD
北大核心
1999年第3期111-117,共7页
Acta Scientiarum Naturalium Universitatis Nankaiensis
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
关键词
环糊精
分子识别
荧光光谱
超分子体系
氧喹啉基
chemically modified cyclodextrins
molecular recognition
supramolecular complex
hydrophobic interaction