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Antimicrobial Activity of Chitosan Derivatives Containing N-Quaternized Moieties in Its Backbone: A Review

Chitosan, which is derived from a deacetylation reaction of chitin, has attractive antimicrobial activity. However, chitosan applications as a biocide are only effective in acidic medium due to its low solubility in neutral and basic conditions. Also, the positive charges carried by the protonated a...

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Autores principales: Martins, Alessandro F., Facchi, Suelen P., Follmann, Heveline D. M., Pereira, Antonio G. B., Rubira, Adley F., Muniz, Edvani C.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4264197/
https://www.ncbi.nlm.nih.gov/pubmed/25402643
http://dx.doi.org/10.3390/ijms151120800
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author Martins, Alessandro F.
Facchi, Suelen P.
Follmann, Heveline D. M.
Pereira, Antonio G. B.
Rubira, Adley F.
Muniz, Edvani C.
author_facet Martins, Alessandro F.
Facchi, Suelen P.
Follmann, Heveline D. M.
Pereira, Antonio G. B.
Rubira, Adley F.
Muniz, Edvani C.
author_sort Martins, Alessandro F.
collection PubMed
description Chitosan, which is derived from a deacetylation reaction of chitin, has attractive antimicrobial activity. However, chitosan applications as a biocide are only effective in acidic medium due to its low solubility in neutral and basic conditions. Also, the positive charges carried by the protonated amine groups of chitosan (in acidic conditions) that are the driving force for its solubilization are also associated with its antimicrobial activity. Therefore, chemical modifications of chitosan are required to enhance its solubility and broaden the spectrum of its applications, including as biocide. Quaternization on the nitrogen atom of chitosan is the most used route to render water-soluble chitosan-derivatives, especially at physiological pH conditions. Recent reports in the literature demonstrate that such chitosan-derivatives present excellent antimicrobial activity due to permanent positive charge on nitrogen atoms side-bonded to the polymer backbone. This review presents some relevant work regarding the use of quaternized chitosan-derivatives obtained by different synthetic paths in applications as antimicrobial agents.
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spelling pubmed-42641972014-12-12 Antimicrobial Activity of Chitosan Derivatives Containing N-Quaternized Moieties in Its Backbone: A Review Martins, Alessandro F. Facchi, Suelen P. Follmann, Heveline D. M. Pereira, Antonio G. B. Rubira, Adley F. Muniz, Edvani C. Int J Mol Sci Review Chitosan, which is derived from a deacetylation reaction of chitin, has attractive antimicrobial activity. However, chitosan applications as a biocide are only effective in acidic medium due to its low solubility in neutral and basic conditions. Also, the positive charges carried by the protonated amine groups of chitosan (in acidic conditions) that are the driving force for its solubilization are also associated with its antimicrobial activity. Therefore, chemical modifications of chitosan are required to enhance its solubility and broaden the spectrum of its applications, including as biocide. Quaternization on the nitrogen atom of chitosan is the most used route to render water-soluble chitosan-derivatives, especially at physiological pH conditions. Recent reports in the literature demonstrate that such chitosan-derivatives present excellent antimicrobial activity due to permanent positive charge on nitrogen atoms side-bonded to the polymer backbone. This review presents some relevant work regarding the use of quaternized chitosan-derivatives obtained by different synthetic paths in applications as antimicrobial agents. MDPI 2014-11-13 /pmc/articles/PMC4264197/ /pubmed/25402643 http://dx.doi.org/10.3390/ijms151120800 Text en © 2014 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Martins, Alessandro F.
Facchi, Suelen P.
Follmann, Heveline D. M.
Pereira, Antonio G. B.
Rubira, Adley F.
Muniz, Edvani C.
Antimicrobial Activity of Chitosan Derivatives Containing N-Quaternized Moieties in Its Backbone: A Review
title Antimicrobial Activity of Chitosan Derivatives Containing N-Quaternized Moieties in Its Backbone: A Review
title_full Antimicrobial Activity of Chitosan Derivatives Containing N-Quaternized Moieties in Its Backbone: A Review
title_fullStr Antimicrobial Activity of Chitosan Derivatives Containing N-Quaternized Moieties in Its Backbone: A Review
title_full_unstemmed Antimicrobial Activity of Chitosan Derivatives Containing N-Quaternized Moieties in Its Backbone: A Review
title_short Antimicrobial Activity of Chitosan Derivatives Containing N-Quaternized Moieties in Its Backbone: A Review
title_sort antimicrobial activity of chitosan derivatives containing n-quaternized moieties in its backbone: a review
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4264197/
https://www.ncbi.nlm.nih.gov/pubmed/25402643
http://dx.doi.org/10.3390/ijms151120800
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