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<p>A novel class of ampholytic biopolymers, specifically Tosyl-cellulose-Glutamic (TCGlu) and Tosyl-cellulose-Aspartic (TCAsp) acids, has been developed based on microcrystalline cellulose (MCC). The synthesis of these biopolymers was achieved through a two-step process. Initially, MCC underwent esterification with <i>p</i>-tosyl chloride groups, yielding to a degree of substitution of (DS<sub>Tos</sub> = 1.29) within lithium chloride/<i>N</i>,<i>N</i>-dimethylacetamide (LiCl/DMAc) solvent system. The next step involved replacing the nucleophilic tosyl groups with amino acids in the C-6 position. The structural identification of TCGlu and TCAsp was accomplished using different characterization techniques, which include Fourier Transform Infrared Spectroscopy (FT-IR), Nuclear Magnetic Resonance (NMR), Thermogravimetry (TG), and Scanning Electron Microscopy combined with the Energy Dispersive X-ray (SEM–EDX). The antibacterial properties of TCGlu and TCAsp were evaluated against three microbial strains: <i>Pseudomonas aeruginosa, Escherichia coli, and Staphylococcus aureus</i>, utilizing the Agar Disc Diffusion (ADD) method. The ABTS radical-scavenging activity assay was employed to evaluate the antioxidant activity of these compounds, with distilled water being used as a positive control. The findings&#xa0;indicate&#xa0;that TCGlu and TCAsp have&#xa0;a&#xa0;substantial&#xa0;antibacterial&#xa0;effect, as&#xa0;demonstrated&#xa0;by their minimal inhibitory concentration (MIC) values.</p>

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Synthesis, Characterization and Antimicrobial Properties of Ampholytic Cellulose Derivatives by Partial Nucleophilic Displacement of Tosyl Moiety on Tosyl Cellulose by Acidic Amino Acids

  • 期刊论文

  • 发表日期：

    2026年3月9日

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  • Lahcen El Hamdaoui,
  • Masseoud Othmani,
  • Maryam El Marouani,
  • Mehdi El Bouchti,
  • Zahra H. Alhalafi,
  • Abdelkbir Bellaouchou

摘要

A novel class of ampholytic biopolymers, specifically Tosyl-cellulose-Glutamic (TCGlu) and Tosyl-cellulose-Aspartic (TCAsp) acids, has been developed based on microcrystalline cellulose (MCC). The synthesis of these biopolymers was achieved through a two-step process. Initially, MCC underwent esterification with p-tosyl chloride groups, yielding to a degree of substitution of (DSTos = 1.29) within lithium chloride/N,N-dimethylacetamide (LiCl/DMAc) solvent system. The next step involved replacing the nucleophilic tosyl groups with amino acids in the C-6 position. The structural identification of TCGlu and TCAsp was accomplished using different characterization techniques, which include Fourier Transform Infrared Spectroscopy (FT-IR), Nuclear Magnetic Resonance (NMR), Thermogravimetry (TG), and Scanning Electron Microscopy combined with the Energy Dispersive X-ray (SEM–EDX). The antibacterial properties of TCGlu and TCAsp were evaluated against three microbial strains: Pseudomonas aeruginosa, Escherichia coli, and Staphylococcus aureus, utilizing the Agar Disc Diffusion (ADD) method. The ABTS radical-scavenging activity assay was employed to evaluate the antioxidant activity of these compounds, with distilled water being used as a positive control. The findings indicate that TCGlu and TCAsp have a substantial antibacterial effect, as demonstrated by their minimal inhibitory concentration (MIC) values.