-
Cavity closure of 2-hydroxypropyl-β-cyclodextrin: Replica exchange molecular dynamics simulations
- Back
Document Title
Cavity closure of 2-hydroxypropyl-β-cyclodextrin: Replica exchange molecular dynamics simulations
Author
Kerdpol K.,Kicuntod J.,Wolschann P.,Mori S.,Rungnim C.,Kunaseth M.,Okumura H.,Kungwan N.,Rungrotmongkol T.
Name from Authors Collection
Affiliations
Department of Chemistry, Faculty of Science, Chiang Mai University, Chiang Mai, 50200, Thailand; Structural and Computational Biology Research Unit, Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand; Department of Pharmaceutical Chemistry, University of Vienna, Vienna, 1090, Austria; Institute of Theoretical Chemistry, University of Vienna, Vienna, 1090, Austria; Institute of Quantum Beam Science, Graduate School of Science and Engineering, Ibaraki University, 2-1-1 Bunkyo, Mito, Ibaraki, 310-8512, Japan; National Nanotechnology Center (NANOTEC), National Science and Technology Development Agency (NSTDA), Pathum Thani, 12120, Thailand; Research Center for Computational Science, Institute for Molecular Science, Okazaki, Aichi, 444-8585, Japan; Center of Excellence in Materials Science and Technology, Chiang Mai University, Chiang Mai, 50200, Thailand; Ph.D. Program in Bioinformatics and Computational Biology, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand; Molecular Sensory Science Center, Faculty of Science, Chulalongkorn University, 254 Phayathai Road, Patumwan, Bangkok, 10330, Thailand
Type
Article
Source Title
Polymers
ISSN
20734360
Year
2019
Volume
11
Issue
1
Open Access
All Open Access, Gold, Green
Publisher
MDPI AG
DOI
10.3390/polym11010145
Abstract
2-Hydroxypropyl-β-cyclodextrin (HPβCD) has unique properties to enhance the stability and the solubility of low water-soluble compounds by inclusion complexation. An understanding of the structural properties of HPβCD and its derivatives, based on the number of 2-hydroxypropyl (HP) substituents at the α-D-glucopyranose subunits is rather important. In this work, replica exchange molecular dynamics simulations were performed to investigate the conformational changes of singleand double-sided HP-substitution, called 6-HPβCDs and 2,6-HPβCDs, respectively. The results show that the glucose subunits in both 6-HPβCDs and 2,6-HPβCDs have a lower chance of flipping than in βCD. Also, HP groups occasionally block the hydrophobic cavity of HPβCDs, thus hindering drug inclusion. We found that HPβCDs with a high number of HP-substitutions are more likely to be blocked, while HPβCDs with double-sided HP-substitutions have an even higher probability of being blocked. Overall, 6-HPβCDs with three and four HP-substitutions are highlighted as the most suitable structures for guest encapsulation, based on our conformational analyses, such as structural distortion, the radius of gyration, circularity, and cavity self-closure of the HPβCDs. © 2019 by the authors.
Industrial Classification
Knowledge Taxonomy Level 1
Knowledge Taxonomy Level 2
Knowledge Taxonomy Level 3
License
CC BY
Rights
Author
Publication Source
Scopus