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Beneficial Impacts of Incorporating the Non-Natural Amino Acid Azulenyl-Alanine into the Trp-Rich Antimicrobial Peptide buCATHL4B

Antimicrobial peptides (AMPs) present a promising scaffold for the development of potent antimicrobial agents. Substitution of tryptophan by non-natural amino acid Azulenyl-Alanine (AzAla) would allow studying the mechanism of action of AMPs by using unique properties of this amino acid, such as abi...

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Autores principales: D’Souza, Areetha R., Necelis, Matthew R., Kulesha, Alona, Caputo, Gregory A., Makhlynets, Olga V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8001250/
https://www.ncbi.nlm.nih.gov/pubmed/33809374
http://dx.doi.org/10.3390/biom11030421
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author D’Souza, Areetha R.
Necelis, Matthew R.
Kulesha, Alona
Caputo, Gregory A.
Makhlynets, Olga V.
author_facet D’Souza, Areetha R.
Necelis, Matthew R.
Kulesha, Alona
Caputo, Gregory A.
Makhlynets, Olga V.
author_sort D’Souza, Areetha R.
collection PubMed
description Antimicrobial peptides (AMPs) present a promising scaffold for the development of potent antimicrobial agents. Substitution of tryptophan by non-natural amino acid Azulenyl-Alanine (AzAla) would allow studying the mechanism of action of AMPs by using unique properties of this amino acid, such as ability to be excited separately from tryptophan in a multi-Trp AMPs and environmental insensitivity. In this work, we investigate the effect of Trp→AzAla substitution in antimicrobial peptide buCATHL4B (contains three Trp side chains). We found that antimicrobial and bactericidal activity of the original peptide was preserved, while cytocompatibility with human cells and proteolytic stability was improved. We envision that AzAla will find applications as a tool for studies of the mechanism of action of AMPs. In addition, incorporation of this non-natural amino acid into AMP sequences could enhance their application properties.
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spelling pubmed-80012502021-03-28 Beneficial Impacts of Incorporating the Non-Natural Amino Acid Azulenyl-Alanine into the Trp-Rich Antimicrobial Peptide buCATHL4B D’Souza, Areetha R. Necelis, Matthew R. Kulesha, Alona Caputo, Gregory A. Makhlynets, Olga V. Biomolecules Article Antimicrobial peptides (AMPs) present a promising scaffold for the development of potent antimicrobial agents. Substitution of tryptophan by non-natural amino acid Azulenyl-Alanine (AzAla) would allow studying the mechanism of action of AMPs by using unique properties of this amino acid, such as ability to be excited separately from tryptophan in a multi-Trp AMPs and environmental insensitivity. In this work, we investigate the effect of Trp→AzAla substitution in antimicrobial peptide buCATHL4B (contains three Trp side chains). We found that antimicrobial and bactericidal activity of the original peptide was preserved, while cytocompatibility with human cells and proteolytic stability was improved. We envision that AzAla will find applications as a tool for studies of the mechanism of action of AMPs. In addition, incorporation of this non-natural amino acid into AMP sequences could enhance their application properties. MDPI 2021-03-12 /pmc/articles/PMC8001250/ /pubmed/33809374 http://dx.doi.org/10.3390/biom11030421 Text en © 2021 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 (http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) ).
spellingShingle Article
D’Souza, Areetha R.
Necelis, Matthew R.
Kulesha, Alona
Caputo, Gregory A.
Makhlynets, Olga V.
Beneficial Impacts of Incorporating the Non-Natural Amino Acid Azulenyl-Alanine into the Trp-Rich Antimicrobial Peptide buCATHL4B
title Beneficial Impacts of Incorporating the Non-Natural Amino Acid Azulenyl-Alanine into the Trp-Rich Antimicrobial Peptide buCATHL4B
title_full Beneficial Impacts of Incorporating the Non-Natural Amino Acid Azulenyl-Alanine into the Trp-Rich Antimicrobial Peptide buCATHL4B
title_fullStr Beneficial Impacts of Incorporating the Non-Natural Amino Acid Azulenyl-Alanine into the Trp-Rich Antimicrobial Peptide buCATHL4B
title_full_unstemmed Beneficial Impacts of Incorporating the Non-Natural Amino Acid Azulenyl-Alanine into the Trp-Rich Antimicrobial Peptide buCATHL4B
title_short Beneficial Impacts of Incorporating the Non-Natural Amino Acid Azulenyl-Alanine into the Trp-Rich Antimicrobial Peptide buCATHL4B
title_sort beneficial impacts of incorporating the non-natural amino acid azulenyl-alanine into the trp-rich antimicrobial peptide bucathl4b
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8001250/
https://www.ncbi.nlm.nih.gov/pubmed/33809374
http://dx.doi.org/10.3390/biom11030421
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