Nucleophilic Displacement Reaction on Tosyl Cellulose by L-Methionine to the Synthesis of Novel Water-Soluble Cellulose Derivative and Its Antibacterial Activity

A novel ampholytic cellulose derivative, cellulose-L-methionine, has been synthesized by means of an esterification reaction of microcrystalline cellulose with tosyl chloride (p-TsCl) in DMAc/LiCl (8%) at 8°C that was followed by nucleophilic displacement (SN) of the tosyl group by the L-methionine...

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Main Authors: Lahcen El Hamdaoui, Ahmed Talbaoui, Mohammed El Moussaouiti
Format: Article
Language:English
Published: Wiley 2021-01-01
Series:International Journal of Polymer Science
Online Access:http://dx.doi.org/10.1155/2021/6613684
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author Lahcen El Hamdaoui
Ahmed Talbaoui
Mohammed El Moussaouiti
author_facet Lahcen El Hamdaoui
Ahmed Talbaoui
Mohammed El Moussaouiti
author_sort Lahcen El Hamdaoui
collection DOAJ
description A novel ampholytic cellulose derivative, cellulose-L-methionine, has been synthesized by means of an esterification reaction of microcrystalline cellulose with tosyl chloride (p-TsCl) in DMAc/LiCl (8%) at 8°C that was followed by nucleophilic displacement (SN) of the tosyl group by the L-methionine amino acid. The resulting structure of cellulose-L-methionine has been characterized by elemental analysis (CHNSO), Fourier-transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance (1H-NMR), and scanning electron microscopy (SEM). The antibacterial activity of the synthesized product was screened against Gram-positive and Gram-negative microbial strains such as Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa, by the agar well diffusion method, and compared with commercial antibiotics such as ampicillin and chloramphenicol. It was found that antibacterial experiment revealed excellent antibacterial activity of the cellulose-methionine with respect to a minimal inhibitory concentration (MIC) reference.
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institution OA Journals
issn 1687-9422
1687-9430
language English
publishDate 2021-01-01
publisher Wiley
record_format Article
series International Journal of Polymer Science
spelling doaj-art-44250bacd31a4b248d55dd34a59e86e52025-08-20T02:05:51ZengWileyInternational Journal of Polymer Science1687-94221687-94302021-01-01202110.1155/2021/66136846613684Nucleophilic Displacement Reaction on Tosyl Cellulose by L-Methionine to the Synthesis of Novel Water-Soluble Cellulose Derivative and Its Antibacterial ActivityLahcen El Hamdaoui0Ahmed Talbaoui1Mohammed El Moussaouiti2Laboratory of Materials, Nanotechnology and Environment, Center of Materials Sciences, Faculty of Sciences, Mohammed V University in Rabat, Rabat, MoroccoLaboratory of Human Pathologies Biology, Department of Biology, Faculty of Sciences, Genomic Center of Human Pathologies, Mohammed V University in Rabat, Rabat, MoroccoLaboratory of Materials, Nanotechnology and Environment, Center of Materials Sciences, Faculty of Sciences, Mohammed V University in Rabat, Rabat, MoroccoA novel ampholytic cellulose derivative, cellulose-L-methionine, has been synthesized by means of an esterification reaction of microcrystalline cellulose with tosyl chloride (p-TsCl) in DMAc/LiCl (8%) at 8°C that was followed by nucleophilic displacement (SN) of the tosyl group by the L-methionine amino acid. The resulting structure of cellulose-L-methionine has been characterized by elemental analysis (CHNSO), Fourier-transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance (1H-NMR), and scanning electron microscopy (SEM). The antibacterial activity of the synthesized product was screened against Gram-positive and Gram-negative microbial strains such as Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa, by the agar well diffusion method, and compared with commercial antibiotics such as ampicillin and chloramphenicol. It was found that antibacterial experiment revealed excellent antibacterial activity of the cellulose-methionine with respect to a minimal inhibitory concentration (MIC) reference.http://dx.doi.org/10.1155/2021/6613684
spellingShingle Lahcen El Hamdaoui
Ahmed Talbaoui
Mohammed El Moussaouiti
Nucleophilic Displacement Reaction on Tosyl Cellulose by L-Methionine to the Synthesis of Novel Water-Soluble Cellulose Derivative and Its Antibacterial Activity
International Journal of Polymer Science
title Nucleophilic Displacement Reaction on Tosyl Cellulose by L-Methionine to the Synthesis of Novel Water-Soluble Cellulose Derivative and Its Antibacterial Activity
title_full Nucleophilic Displacement Reaction on Tosyl Cellulose by L-Methionine to the Synthesis of Novel Water-Soluble Cellulose Derivative and Its Antibacterial Activity
title_fullStr Nucleophilic Displacement Reaction on Tosyl Cellulose by L-Methionine to the Synthesis of Novel Water-Soluble Cellulose Derivative and Its Antibacterial Activity
title_full_unstemmed Nucleophilic Displacement Reaction on Tosyl Cellulose by L-Methionine to the Synthesis of Novel Water-Soluble Cellulose Derivative and Its Antibacterial Activity
title_short Nucleophilic Displacement Reaction on Tosyl Cellulose by L-Methionine to the Synthesis of Novel Water-Soluble Cellulose Derivative and Its Antibacterial Activity
title_sort nucleophilic displacement reaction on tosyl cellulose by l methionine to the synthesis of novel water soluble cellulose derivative and its antibacterial activity
url http://dx.doi.org/10.1155/2021/6613684
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AT ahmedtalbaoui nucleophilicdisplacementreactionontosylcellulosebylmethioninetothesynthesisofnovelwatersolublecellulosederivativeanditsantibacterialactivity
AT mohammedelmoussaouiti nucleophilicdisplacementreactionontosylcellulosebylmethioninetothesynthesisofnovelwatersolublecellulosederivativeanditsantibacterialactivity