采用荧光光谱法研究了具有分子内电荷转移性质的一种新型硼酸衍生物,对-二苯氨基苯基硼酸(DPBA)与羧甲基-β-环糊精(CM-β-CD)的包合行为,并考察了包合物DPBA在CM-β-CD存在下与四种单糖分子的识别作用,实验结果表明,DPBA与果糖,葡萄糖,半乳糖,甘露糖分子的结合计量比均为1∶1,结合常数从大到小的顺序为:D-果糖〉〉D-甘露糖〉D-半乳糖≈D-葡萄糖.CM-β-CD对DPBA具有增溶增敏性,从而能够在水溶液中更好地对糖分子进行识别.
The inclusion complex of p-(diphenylamino) phenyl boronic acid (DPBA) with carboxymethyl-β- cyclodextrin (CM-β-CD) as a fluorescent probe for monosaccharides recognition was studied by fluorescence spectroscopy. The fluorescence intensity of DPBA was enhanced by forming an inclusion complex of DPBA-CM-β-CD. The inclusion complex DPBA-CM-β-CD showed large spectral shifts in the emission wavelength and a significant intensity change on binding saccharides. When D-Fructose interacted with DPBA-CM-β-CD, the emission maxima shifted from 421 nm to 383 nm (λex≈306 nm). These phenomena can be explained, by the intramolecular charge transfer (ICT) mechanism. The 1:1 binding constant was obtained by fitting the titration curves against monosaccharides and the binding constants followed the order.D-Fructose〉〉 D-Mannose〉D-Galactose≈Glucose.