Chin Weng Yong1, Clive Washington, William Smith. 1. Computational Science and Engineering Department, Daresbury Laboratory, STFC, Daresbury, Warrington, UK. c.w.yong@dl.ac.uk
Abstract
PURPOSE: To investigate the effect of 2-hydroxypropyl side group substitutions on the structure of beta-cyclodextrin (CD) in water. METHODS: Molecular dynamics simulations were carried out on four HPBCDs that broadly represent a range of degree of substitutions in order to investigate the effect of substitution of beta-cyclodextrin with 2-hydroxypropyl groups at various O2 and O6 positions of the glucose units. RESULTS: The 2-hydroxypropyl side groups located at the O2 positions widen the cavity entrance at the secondary OH position of the CD molecule. These groups are spatially more spread out but dynamically more restricted, due to the formation of a hydrogen bond network between the hydroxyl groups of the side chains and the glucose units. On the other hand, the 2-hydroxypropyl groups at the O6 positions are dynamically more flexible. CONCLUSIONS: The extent and the location of the substitution can affect the cavity structure of the CD molecule, and thus possibly the molecular encapsulation capabilities.
PURPOSE: To investigate the effect of 2-hydroxypropyl side group substitutions on the structure of beta-cyclodextrin (CD) in water. METHODS: Molecular dynamics simulations were carried out on four HPBCDs that broadly represent a range of degree of substitutions in order to investigate the effect of substitution of beta-cyclodextrin with 2-hydroxypropyl groups at various O2 and O6 positions of the glucose units. RESULTS: The 2-hydroxypropyl side groups located at the O2 positions widen the cavity entrance at the secondary OH position of the CD molecule. These groups are spatially more spread out but dynamically more restricted, due to the formation of a hydrogen bond network between the hydroxyl groups of the side chains and the glucose units. On the other hand, the 2-hydroxypropyl groups at the O6 positions are dynamically more flexible. CONCLUSIONS: The extent and the location of the substitution can affect the cavity structure of the CD molecule, and thus possibly the molecular encapsulation capabilities.
Authors: Esmeralda Morillo; María Antonia Sánchez-Trujillo; José Ramón Moyano; Jaime Villaverde; María Eulalia Gómez-Pantoja; José Ignacio Pérez-Martínez Journal: PLoS One Date: 2012-09-19 Impact factor: 3.240
Authors: Barbara Gieroba; Grzegorz Kalisz; Anna Sroka-Bartnicka; Anita Płazińska; Wojciech Płaziński; Małgorzata Starek; Monika Dąbrowska Journal: Int J Mol Sci Date: 2021-05-15 Impact factor: 5.923