Sorption of Chlorhexidine on Cellulose: Mechanism of Binding and Molecular Recognition

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• 作者：Richard S. Blackburn ; Anna Harvey ; Lorna L. Kettle ; Avinash P. Manian ; John D. Payne ; Stephen J. Russell
• 刊名：Journal of Physical Chemistry B
• 出版年：2007
• 出版时间：August 2, 2007
• 年：2007
• 卷：111
• 期：30
• 页码：8775 - 8784
• 全文大小：470K
• 年卷期：v.111,no.30(August 2, 2007)
• ISSN：1520-5207

文摘

Chlorhexidine (CH) is an effective antimicrobial agent. There has been very little work published concerningthe interactions of CH with, and its adsorption mechanism on, cellulose. In this paper, such physical chemistryparameters are examined and related to computational chemistry studies. Adsorption isotherms were constructedfollowing application of CH to cellulose. These were typical of a Langmuir adsorption isotherm, but at higherconcentrations displayed good correlation also with a Freundlich isotherm. Sorption was attributed to acombination of electrostatic (major contribution) and hydrogen bonding forces, which endorsed computationalchemistry proposals: electrostatic interactions between CH and carboxylic acid groups in the cellulose dominatewith a contribution to binding through hydrogen bonding of the biguanide residues and the p-chlorophenolmoieties (Yoshida H-bonding) with the cellulose hydroxyl groups. At high CH concentrations, there is evidenceof monolayer and bilayer aggregation. Differences in sorption between CH and another antimicrobial agentpreviously studied, poly(hexamethylenebiguanide) (PHMB), are attributed to higher molecular weight of PHMBand higher charge density of biguanide residues in CH (due to the relative electron withdrawing effect of thep-chlorophenol moiety).