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One-Step Construction of Tryptophan-Derived Small Molecule Hydrogels for Antibacterial Materials

Amino acid-based hydrogels have received widespread attention because of their wide range of sources, biodegradability, and biocompatibility. Despite considerable progress, the development of such hydrogels has been limited by critical problems such as bacterial infection and complex preparation. He...

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Autores principales: Song, Xianwen, He, Shunmei, Zheng, Jun, Yang, Shutong, Li, Qiang, Zhang, Yi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10141015/
https://www.ncbi.nlm.nih.gov/pubmed/37110568
http://dx.doi.org/10.3390/molecules28083334
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author Song, Xianwen
He, Shunmei
Zheng, Jun
Yang, Shutong
Li, Qiang
Zhang, Yi
author_facet Song, Xianwen
He, Shunmei
Zheng, Jun
Yang, Shutong
Li, Qiang
Zhang, Yi
author_sort Song, Xianwen
collection PubMed
description Amino acid-based hydrogels have received widespread attention because of their wide range of sources, biodegradability, and biocompatibility. Despite considerable progress, the development of such hydrogels has been limited by critical problems such as bacterial infection and complex preparation. Herein, by using the non-toxic gluconolactone (GDL) to adjust the pH of the solution to induce the rapid self-assembly of N-[(benzyloxy)carbonyl]-L-tryptophan (ZW) to form a three-dimensional (3D) gel network, we developed a stable and effective self-assembled small-molecule hydrogel. Characterization assays and molecular dynamics studies indicate that π–π stacking and hydrogen bonding are the main drivers of self-assembly between ZW molecules. In vitro experiments further confirmed this material’s sustained release properties, low cytotoxicity, and excellent antibacterial activity, particularly against Gram-negative Escherichia coli and Gram-positive Staphylococcus aureus. This study provides a different and innovative perspective for the further development of antibacterial materials based on amino acid derivatives.
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spelling pubmed-101410152023-04-29 One-Step Construction of Tryptophan-Derived Small Molecule Hydrogels for Antibacterial Materials Song, Xianwen He, Shunmei Zheng, Jun Yang, Shutong Li, Qiang Zhang, Yi Molecules Article Amino acid-based hydrogels have received widespread attention because of their wide range of sources, biodegradability, and biocompatibility. Despite considerable progress, the development of such hydrogels has been limited by critical problems such as bacterial infection and complex preparation. Herein, by using the non-toxic gluconolactone (GDL) to adjust the pH of the solution to induce the rapid self-assembly of N-[(benzyloxy)carbonyl]-L-tryptophan (ZW) to form a three-dimensional (3D) gel network, we developed a stable and effective self-assembled small-molecule hydrogel. Characterization assays and molecular dynamics studies indicate that π–π stacking and hydrogen bonding are the main drivers of self-assembly between ZW molecules. In vitro experiments further confirmed this material’s sustained release properties, low cytotoxicity, and excellent antibacterial activity, particularly against Gram-negative Escherichia coli and Gram-positive Staphylococcus aureus. This study provides a different and innovative perspective for the further development of antibacterial materials based on amino acid derivatives. MDPI 2023-04-10 /pmc/articles/PMC10141015/ /pubmed/37110568 http://dx.doi.org/10.3390/molecules28083334 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Song, Xianwen
He, Shunmei
Zheng, Jun
Yang, Shutong
Li, Qiang
Zhang, Yi
One-Step Construction of Tryptophan-Derived Small Molecule Hydrogels for Antibacterial Materials
title One-Step Construction of Tryptophan-Derived Small Molecule Hydrogels for Antibacterial Materials
title_full One-Step Construction of Tryptophan-Derived Small Molecule Hydrogels for Antibacterial Materials
title_fullStr One-Step Construction of Tryptophan-Derived Small Molecule Hydrogels for Antibacterial Materials
title_full_unstemmed One-Step Construction of Tryptophan-Derived Small Molecule Hydrogels for Antibacterial Materials
title_short One-Step Construction of Tryptophan-Derived Small Molecule Hydrogels for Antibacterial Materials
title_sort one-step construction of tryptophan-derived small molecule hydrogels for antibacterial materials
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10141015/
https://www.ncbi.nlm.nih.gov/pubmed/37110568
http://dx.doi.org/10.3390/molecules28083334
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