Capillary Electrophoresis, ROESY NMR and Molecular Modelling Study of the Inclusion Complex Beta-Cyclodextrin/Lipoic acid
| Autor: | Carofiglio T., Fornasier R., Jicsinszky L., Saielli G., Tonellato U., Vetta R. |
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| Jazyk: | angličtina |
| Rok vydání: | 2002 |
| Zdroj: | European journal of organic chemistry (2002): 1191–1196. doi:10.1002/1099-0690%28200204%292002:7%3C1191::AID-EJOC1191%3E3.0.CO;2-I info:cnr-pdr/source/autori:Carofiglio T., Fornasier R., Jicsinszky L., Saielli G., Tonellato U., Vetta R./titolo:Capillary Electrophoresis, ROESY NMR and Molecular Modelling Study of the Inclusion Complex Beta-Cyclodextrin%2FLipoic acid/doi:10.1002%2F1099-0690%28200204%292002:7%3C1191::AID-EJOC1191%3E3.0.CO;2-I/rivista:European journal of organic chemistry (Print)/anno:2002/pagina_da:1191/pagina_a:1196/intervallo_pagine:1191–1196/volume |
| Popis: | The interaction of lipoic acid with b-cyclodextrin (b-CD) has been studied by capillary electrophoresis in aqueous phosphate buffer (20 mM, pH = 9.0) at 20 °C. The results allowed us to detect the formation of an inclusion complex with a 1:1 lipoic acid/ b-CD stoichiometry and an association constant of 1645 M-1. The geometry of the inclusion complex in D2O was investigated by means of 2D-ROESY (Rotating-frame Overhauser Enhancement Spectroscopy) NMR experiments, which showed the occurrence of a bimodal complexation of lipoic acid inside the b-CD cavity. Semi-empirical calculations using the PM3 method show that the orientations of the included lipoic acid are very close in energy, thus confirming the experimental observations. |
| Databáze: | OpenAIRE |
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