Interaction of 2-Naphthalenesulfonate with β-Cycldextrin : Studies with Calorimetry and Proton Nuclear Magnetic Resonance Spectroscopy
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The interaction of 2-naphthalenesulfonate (2-NS) with β-cyclodextrin (β-CD) was investigated in a 0.1 M phosphate buffer at pH 7.4 using an LKB 2277 microcalorimeter and a flow-mixed mode at 25℃. The thermodynamic parameters for inclusion complex formation obtained were as follows : ΔG°=-14.7 kJ/mol (K=381 M^<-1>), ΔH°=-26.4 kJ/mol, ΔS°=-39.1 J/mol K. The formation constant K was determined as 428 M^<-1> at the same temperature from the change in chemical shift of the proton nuclear magnetic resonance spectra (^1H-NMR) in 0.1 M phosphate buffered deuterium oxide solution at pD 7.4. The main driving force for inclusion complex formation was considered to be the van der Waals-London dispersion force. From measurements of the ^1H-NMR and model building with Corey-Pauling-Koltun atomic models, the probable structure of the complex was determined to be : the naphthalene ring of 2-NS is included deeply at the head of 6-H and 7-H of 2-NS in the cavity of β-CD from the secondary hydroxy group side, the sulfonate group being outside the cavity.
- 公益社団法人日本薬学会の論文
- 1998-11-15
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