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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 chiral enantiomers of mono- [6- (8-oxoquinolinyl)] - β-cyclodextrin (2) with 9 fatty alcohols, 3 fatty acids and camphor were determined by fluorescence spectrometry in phosphate buffer solution , The stability constant of the supramolecular complex formed at 25 ° C was compared with that of the parent β-cyclodextrin (1). The results show that the structure of the guest molecule and the size of the cavity of the host compound determine the stability of the formed supramolecular complex, that is, van der Waals forces and hydrophobic interactions are the main driving forces for molecular recognition, and the hydrogen bonding effect on the supramolecular The stability of the complex has a significant impact. The quinolinyl bonded to the major surface of β-cyclodextrin can be used not only as a probe for the fluorescence spectrum but also for the chirality of guest molecules in which enantiomers of (+) / (-) - menthol The selectivity is up to 4.4 (ΔΔG ° = -3.67 kJ · mol-1).