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Anthranilamide-based Short Peptides Self-Assembled Hydrogels as Antibacterial Agents
In this study, we describe the synthesis and molecular properties of anthranilamide-based short peptides which were synthesised via ring opening of isatoic anhydride in excellent yields. These short peptides were incorporated as low molecular weight gelators (LMWG), bola amphiphile, and C(3)-symmetr...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Publishing Group UK
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6972728/ https://www.ncbi.nlm.nih.gov/pubmed/31964927 http://dx.doi.org/10.1038/s41598-019-57342-6 |
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author | Aldilla, Vina R. Chen, Renxun Martin, Adam D. Marjo, Christopher E. Rich, Anne M. Black, David StC. Thordarson, Pall Kumar, Naresh |
author_facet | Aldilla, Vina R. Chen, Renxun Martin, Adam D. Marjo, Christopher E. Rich, Anne M. Black, David StC. Thordarson, Pall Kumar, Naresh |
author_sort | Aldilla, Vina R. |
collection | PubMed |
description | In this study, we describe the synthesis and molecular properties of anthranilamide-based short peptides which were synthesised via ring opening of isatoic anhydride in excellent yields. These short peptides were incorporated as low molecular weight gelators (LMWG), bola amphiphile, and C(3)-symmetric molecules to form hydrogels in low concentrations (0.07–0.30% (w/v)). The critical gel concentration (CGC), viscoelastic properties, secondary structure, and fibre morphology of these short peptides were influenced by the aromaticity of the capping group or by the presence of electronegative substituent (namely fluoro) and hydrophobic substituent (such as methyl) in the short peptides. In addition, the hydrogels showed antibacterial activity against S. aureus 38 and moderate toxicity against HEK cells in vitro. |
format | Online Article Text |
id | pubmed-6972728 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | Nature Publishing Group UK |
record_format | MEDLINE/PubMed |
spelling | pubmed-69727282020-01-27 Anthranilamide-based Short Peptides Self-Assembled Hydrogels as Antibacterial Agents Aldilla, Vina R. Chen, Renxun Martin, Adam D. Marjo, Christopher E. Rich, Anne M. Black, David StC. Thordarson, Pall Kumar, Naresh Sci Rep Article In this study, we describe the synthesis and molecular properties of anthranilamide-based short peptides which were synthesised via ring opening of isatoic anhydride in excellent yields. These short peptides were incorporated as low molecular weight gelators (LMWG), bola amphiphile, and C(3)-symmetric molecules to form hydrogels in low concentrations (0.07–0.30% (w/v)). The critical gel concentration (CGC), viscoelastic properties, secondary structure, and fibre morphology of these short peptides were influenced by the aromaticity of the capping group or by the presence of electronegative substituent (namely fluoro) and hydrophobic substituent (such as methyl) in the short peptides. In addition, the hydrogels showed antibacterial activity against S. aureus 38 and moderate toxicity against HEK cells in vitro. Nature Publishing Group UK 2020-01-21 /pmc/articles/PMC6972728/ /pubmed/31964927 http://dx.doi.org/10.1038/s41598-019-57342-6 Text en © The Author(s) 2020 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/. |
spellingShingle | Article Aldilla, Vina R. Chen, Renxun Martin, Adam D. Marjo, Christopher E. Rich, Anne M. Black, David StC. Thordarson, Pall Kumar, Naresh Anthranilamide-based Short Peptides Self-Assembled Hydrogels as Antibacterial Agents |
title | Anthranilamide-based Short Peptides Self-Assembled Hydrogels as Antibacterial Agents |
title_full | Anthranilamide-based Short Peptides Self-Assembled Hydrogels as Antibacterial Agents |
title_fullStr | Anthranilamide-based Short Peptides Self-Assembled Hydrogels as Antibacterial Agents |
title_full_unstemmed | Anthranilamide-based Short Peptides Self-Assembled Hydrogels as Antibacterial Agents |
title_short | Anthranilamide-based Short Peptides Self-Assembled Hydrogels as Antibacterial Agents |
title_sort | anthranilamide-based short peptides self-assembled hydrogels as antibacterial agents |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6972728/ https://www.ncbi.nlm.nih.gov/pubmed/31964927 http://dx.doi.org/10.1038/s41598-019-57342-6 |
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