Sorption of chlorhexidine on cellulose: Mechanism of binding and molecular recognition
Sorption of chlorhexidine on cellulose: Mechanism of binding and molecular recognition
复制标题
DOI：
10.1021/jp070856r
复制
发表时间：
2007-08-02
影响因子：
3.3
通讯作者：
Russell, Stephen J.
中科院分区：
文献类型：
--
作者：
Blackburn, Richard S.;Harvey, Anna;Russell, Stephen J.
洗必泰是一种有效的抗菌药物。关于CH与纤维素的相互作用及其在纤维素上的吸附机理的研究很少。在本文中，这样的物理化学参数进行检查，并与计算化学研究。吸附等温线的应用程序后，CH纤维素。这些是典型的朗缪尔吸附等温线，但在较高的浓度显示良好的相关性也与Freundlich等温线。吸附归因于静电（主要贡献）和氢键力的组合，这支持了计算化学的建议：CH和纤维素中的羧酸基团之间的静电相互作用占主导地位，通过双胍残基和对氯苯酚部分（吉田H-键合）与纤维素羟基的氢键结合。在高CH浓度下，有证据表明单层和双层聚集。CH和以前研究的另一种抗菌剂，聚（六亚甲基双胍）（PHMB）之间的吸附差异，是由于更高的分子量的PHMB和更高的电荷密度的双胍残基在CH（由于对氯苯酚部分的相对吸电子效应）。
Chlorhexidine (CH) is an effective antimicrobial agent. There has been very little work published concerning the interactions of CH with, and its adsorption mechanism on, cellulose. In this paper, such physical chemistry parameters are examined and related to computational chemistry studies. Adsorption isotherms were constructed following application of CH to cellulose. These were typical of a Langmuir adsorption isotherm, but at higher concentrations displayed good correlation also with a Freundlich isotherm. Sorption was attributed to a combination of electrostatic (major contribution) and hydrogen bonding forces, which endorsed computational chemistry proposals: electrostatic interactions between CH and carboxylic acid groups in the cellulose dominate with a contribution to binding through hydrogen bonding of the biguanide residues and the p-chlorophenol moieties (Yoshida H-bonding) with the cellulose hydroxyl groups. At high CH concentrations, there is evidence of monolayer and bilayer aggregation. Differences in sorption between CH and another antimicrobial agent previously studied, poly(hexamethylenebiguanide) (PHMB), are attributed to higher molecular weight of PHMB and higher charge density of biguanide residues in CH (due to the relative electron withdrawing effect of the p-chlorophenol moiety).