Complexation of Some Aromatic Compounds with Cyclic Nigerosyl-(1→6)-Nigerose

Ishikawa Hiroya, Kuwano Akinobu, Chaen Hiroto, Matsumoto Kiyoshi

doi:10.5109/14060

The fluorescence of hydrophylic and hydrophobic aromatic compounds in aqueous solution was investigated in the presence of cyclic nigerosyl-(1→6)-nigerose (CNN). The fluorescence intensity of vanillin was enhanced by the addition of CNN and the intensity increased with increasing the CNN concentration. Benesi-Hildebrand (BH) plot based on the fluorescence data showed the linear relationship between 1/(I-I_0) and 1/[CNN]_0, where I_0 and I are the fluorescence intensities in the absence and presence of CNN, respectively, and [CNN]_0 is initial concentration of CNN. The plot suggested that 1:1 vanillin-CNN complex would be formed under the experimental condition. The binding constant of vanillin to CNN was estimated as 7.1×10^1 M^(-1). Similar results were obtained on the complexations of cinnamaldehyde and eugenol. Both BH plots for these compounds showed the linear relationship, while the plot for raspberry ketone gave two defferent lines. It suggested that 1:1 and 1:2 guest-CNN complexs would be formed by depending on the CNN concentration. For these complexs, the binding constants were estimated 3.8×10^2 and 3.7×10^1M^(-1), respectively. In addition, the linear relationship between the binding constant of the hydrophobic compounds and their log P values was observed, and thus, indicated that the hydrophobic interaction would be the predominant factor on the formation of guest-CNN complex.

Complexation of Some Aromatic Compounds with Cyclic Nigerosyl-(1→6)-Nigerose

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