An inclusion complex of β-Cyclodextrin-L-Phenylalanine : 1H NMR and molecular docking studies
Data(s) |
01/09/2002
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Resumo |
An inclusion host-guest complex between β-cyclodextrin (β-CD) and L-phenylalanine (LPhe) was investigated using <sup>1</sup>H nuclear magnetic resonance spectroscopy and molecular docking techniques. <sup>1</sup>H chemical shift changes of β-CD were used to calculate the stability constant (K<sub>stb</sub>) of the complex. On the basis of the Hildebrand-Benesi method, the K<sub>stb</sub> of the 1:1 complex in D<sub>2</sub>O solution at 300 K, pD 7.6 was of 25.5 M<sup>-1</sup>, implying a fast intermolecular exchange rate process. Interestingly, docking simulation indicates the toroidal space can be occupied by L-Phe with two favorable arrangements. For the predicted model with the higher probability score, the L-Phe aromatic ring is facing to the secondary hydroxyl groups of β-CD. Results from NMR and docking simulation are in good agreement with the x-ray structures of β-CD/L-phenylalanine derivatives. |
Identificador | |
Idioma(s) |
eng |
Publicador |
Science Society of Thailand under the Patronage of His Majesty the King |
Relação |
http://dro.deakin.edu.au/eserv/DU:30038956/vongsvivut-inclusioncomplex-2002.pdf http://dx.doi.org/10.2306/scienceasia1513-1874.2002.28.263 |
Palavras-Chave | #β-cyclodextrin #inclusion complex #1H-NMR #molecular docking |
Tipo |
Journal Article |