Revisiting the internal conformational dynamics and solvation properties of cyclodextrins

Author(s)

Cristina S. Pereira ^[1] ; André F. de Moura ^[2] ; Luiz Carlos G. Freitas ^[3] ; Roberto D. Lins ^[4]

Affiliation

^[1] Swiss Federal Institute of Technology Zürich. Laboratory of Physical Chemistry - Suíça

^[2] Universidade Federal de São Carlos. Departamento de Química - Brasil

^[3] Universidade Federal de São Carlos. Departamento de Química - Brasil

^[4] Pacific Northwest National Laboratory. Computational Biology and Bioinformatics - Estados Unidos

• Document type: Journal article
• Source: Journal of the Brazilian Chemical Society; v. 18, n. 5, p. 951-961, 2007-00-00.

Abstract

Molecular dynamics simulations were used to investigate the internal conformational dynamics and solvation properties of the three natural cyclodextrins, <FONT FACE=Symbol>a-, b</FONT>- and gamma-cyclodextrin in aqueous solution at room temperature. These glucose-derived oligosacharides present a molecular structure that confers them the ability to complex guest molecules and change their physicochemical properties. The structural behavior of cyclodextrins in solution is crucial for their complexation abilities. Analyses of the obtained trajectories show that inter-glucose hydrogen bonds between the secondary hydroxyl groups are present in solution, but show a very dynamical character where alternative hydrogen bonds to water molecules can be formed. Despite the lower hydrophilicity of the cyclodextrins inner-cavities, they were found to be solvated and the number of water molecules inside the cavity roughly doubles per glucose unit added to the ring. The residence times for water molecules inside the cavities are inversely proportional to the cavity size. (AU)

• FAPESP's process: 99/12359-4 - Simulacao computacional de liquidos, solucoes e macromoleculas.
• Grantee: Luiz Carlos Gomide Freitas
• Support Opportunities: Regular Research Grants
• FAPESP's process: 01/05891-3 - Estudo do sistema micelar de octanoato de sódio por simulação computacional
• Grantee: André Farias de Moura
• Support Opportunities: Scholarships in Brazil - Doctorate (Direct)
• FAPESP's process: 01/08360-9 - Estudo de estruturas, interações e reconhecimento molecular em carboidratos utilizando simulação computacional
• Grantee: Cristina Saldanha Pereira
• Support Opportunities: Scholarships in Brazil - Doctorate