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A novel method for synthesizing PEGylated chitosan nanoparticles: strategy, preparation, and in vitro analysis

Preparation of poly (ethylene glycol) (PEG)-grafted chitosan is essential for improving the biocompatibility and water solubility of chitosan. Presently available methods for this have limitations. This article describes a new method for preparing PEGylated chitosan nanoparticles. For this chitosan...

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Autores principales: Malhotra, Meenakshi, Lane, Ciaran, Tomaro-Duchesneau, Catherine, Saha, Shyamali, Prakash, Satya
Formato: Texto
Lenguaje:English
Publicado: Dove Medical Press 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3088072/
https://www.ncbi.nlm.nih.gov/pubmed/21562608
http://dx.doi.org/10.2147/IJN.S17190
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author Malhotra, Meenakshi
Lane, Ciaran
Tomaro-Duchesneau, Catherine
Saha, Shyamali
Prakash, Satya
author_facet Malhotra, Meenakshi
Lane, Ciaran
Tomaro-Duchesneau, Catherine
Saha, Shyamali
Prakash, Satya
author_sort Malhotra, Meenakshi
collection PubMed
description Preparation of poly (ethylene glycol) (PEG)-grafted chitosan is essential for improving the biocompatibility and water solubility of chitosan. Presently available methods for this have limitations. This article describes a new method for preparing PEGylated chitosan nanoparticles. For this chitosan was chemoselectively modified using a novel scheme at the C6 position of its repeating units by PEG. The amine groups at the C2 position of the chitosan were protected using phthalic anhydride. Sodium hydride was used to catalyze the etherification reaction between chlorinated chitosan and methyl-PEG, and PEG-grafted chitosan was successfully synthesized. Each step was characterized using (13)C nuclear magnetic resonance and Fourier transform infrared. After PEGylation the phthaloylated chitosan was successfully deprotected using hydrazine monohydrate. The synthetic scheme proposed demonstrates a new method for grafting PEG onto chitosan with a moderate degree of substitution. The potential of this polymer in nanoparticle preparation using an ionic gelation method and its gene delivery potentials were investigated by complexing a fluorescently labeled control siRNA. The result showed that suitable nanoparticles can be synthesized using this polymer and that they have capacity to carry genes and provide adequate transfection efficacy with no toxicity when tested in neuronal cells.
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spelling pubmed-30880722011-05-11 A novel method for synthesizing PEGylated chitosan nanoparticles: strategy, preparation, and in vitro analysis Malhotra, Meenakshi Lane, Ciaran Tomaro-Duchesneau, Catherine Saha, Shyamali Prakash, Satya Int J Nanomedicine Original Research Preparation of poly (ethylene glycol) (PEG)-grafted chitosan is essential for improving the biocompatibility and water solubility of chitosan. Presently available methods for this have limitations. This article describes a new method for preparing PEGylated chitosan nanoparticles. For this chitosan was chemoselectively modified using a novel scheme at the C6 position of its repeating units by PEG. The amine groups at the C2 position of the chitosan were protected using phthalic anhydride. Sodium hydride was used to catalyze the etherification reaction between chlorinated chitosan and methyl-PEG, and PEG-grafted chitosan was successfully synthesized. Each step was characterized using (13)C nuclear magnetic resonance and Fourier transform infrared. After PEGylation the phthaloylated chitosan was successfully deprotected using hydrazine monohydrate. The synthetic scheme proposed demonstrates a new method for grafting PEG onto chitosan with a moderate degree of substitution. The potential of this polymer in nanoparticle preparation using an ionic gelation method and its gene delivery potentials were investigated by complexing a fluorescently labeled control siRNA. The result showed that suitable nanoparticles can be synthesized using this polymer and that they have capacity to carry genes and provide adequate transfection efficacy with no toxicity when tested in neuronal cells. Dove Medical Press 2011 2011-03-03 /pmc/articles/PMC3088072/ /pubmed/21562608 http://dx.doi.org/10.2147/IJN.S17190 Text en © 2011 Malhotra et al, publisher and licensee Dove Medical Press Ltd. This is an Open Access article which permits unrestricted noncommercial use, provided the original work is properly cited.
spellingShingle Original Research
Malhotra, Meenakshi
Lane, Ciaran
Tomaro-Duchesneau, Catherine
Saha, Shyamali
Prakash, Satya
A novel method for synthesizing PEGylated chitosan nanoparticles: strategy, preparation, and in vitro analysis
title A novel method for synthesizing PEGylated chitosan nanoparticles: strategy, preparation, and in vitro analysis
title_full A novel method for synthesizing PEGylated chitosan nanoparticles: strategy, preparation, and in vitro analysis
title_fullStr A novel method for synthesizing PEGylated chitosan nanoparticles: strategy, preparation, and in vitro analysis
title_full_unstemmed A novel method for synthesizing PEGylated chitosan nanoparticles: strategy, preparation, and in vitro analysis
title_short A novel method for synthesizing PEGylated chitosan nanoparticles: strategy, preparation, and in vitro analysis
title_sort novel method for synthesizing pegylated chitosan nanoparticles: strategy, preparation, and in vitro analysis
topic Original Research
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3088072/
https://www.ncbi.nlm.nih.gov/pubmed/21562608
http://dx.doi.org/10.2147/IJN.S17190
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