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Merging the Versatile Functionalities of Boronic Acid with Peptides
Peptides inherently feature the favorable properties of being easily synthesized, water-soluble, biocompatible, and typically non-toxic. Thus, boronic acid has been widely integrated with peptides with the goal of discovering peptide ligands with novel biological activities, and this effort has led...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8657650/ https://www.ncbi.nlm.nih.gov/pubmed/34884766 http://dx.doi.org/10.3390/ijms222312958 |
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author | Tan, Yahong Wu, Junjie Song, Lulu Zhang, Mengmeng Hipolito, Christopher John Wu, Changsheng Wang, Siyuan Zhang, Youming Yin, Yizhen |
author_facet | Tan, Yahong Wu, Junjie Song, Lulu Zhang, Mengmeng Hipolito, Christopher John Wu, Changsheng Wang, Siyuan Zhang, Youming Yin, Yizhen |
author_sort | Tan, Yahong |
collection | PubMed |
description | Peptides inherently feature the favorable properties of being easily synthesized, water-soluble, biocompatible, and typically non-toxic. Thus, boronic acid has been widely integrated with peptides with the goal of discovering peptide ligands with novel biological activities, and this effort has led to broad applications. Taking the integration between boronic acid and peptide as a starting point, we provide an overview of the latest research advances and highlight the versatile and robust functionalities of boronic acid. In this review, we summarize the diverse applications of peptide boronic acids in medicinal chemistry and chemical biology, including the identification of covalent reversible enzyme inhibitors, recognition, and detection of glycans on proteins or cancer cell surface, delivery of siRNAs, development of pH responsive devices, and recognition of RNA or bacterial surfaces. Additionally, we discuss boronic acid-mediated peptide cyclization and peptide modifications, as well as the facile chemical synthesis of peptide boronic acids, which paved the way for developing a growing number of peptide boronic acids. |
format | Online Article Text |
id | pubmed-8657650 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-86576502021-12-10 Merging the Versatile Functionalities of Boronic Acid with Peptides Tan, Yahong Wu, Junjie Song, Lulu Zhang, Mengmeng Hipolito, Christopher John Wu, Changsheng Wang, Siyuan Zhang, Youming Yin, Yizhen Int J Mol Sci Review Peptides inherently feature the favorable properties of being easily synthesized, water-soluble, biocompatible, and typically non-toxic. Thus, boronic acid has been widely integrated with peptides with the goal of discovering peptide ligands with novel biological activities, and this effort has led to broad applications. Taking the integration between boronic acid and peptide as a starting point, we provide an overview of the latest research advances and highlight the versatile and robust functionalities of boronic acid. In this review, we summarize the diverse applications of peptide boronic acids in medicinal chemistry and chemical biology, including the identification of covalent reversible enzyme inhibitors, recognition, and detection of glycans on proteins or cancer cell surface, delivery of siRNAs, development of pH responsive devices, and recognition of RNA or bacterial surfaces. Additionally, we discuss boronic acid-mediated peptide cyclization and peptide modifications, as well as the facile chemical synthesis of peptide boronic acids, which paved the way for developing a growing number of peptide boronic acids. MDPI 2021-11-30 /pmc/articles/PMC8657650/ /pubmed/34884766 http://dx.doi.org/10.3390/ijms222312958 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 (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Review Tan, Yahong Wu, Junjie Song, Lulu Zhang, Mengmeng Hipolito, Christopher John Wu, Changsheng Wang, Siyuan Zhang, Youming Yin, Yizhen Merging the Versatile Functionalities of Boronic Acid with Peptides |
title | Merging the Versatile Functionalities of Boronic Acid with Peptides |
title_full | Merging the Versatile Functionalities of Boronic Acid with Peptides |
title_fullStr | Merging the Versatile Functionalities of Boronic Acid with Peptides |
title_full_unstemmed | Merging the Versatile Functionalities of Boronic Acid with Peptides |
title_short | Merging the Versatile Functionalities of Boronic Acid with Peptides |
title_sort | merging the versatile functionalities of boronic acid with peptides |
topic | Review |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8657650/ https://www.ncbi.nlm.nih.gov/pubmed/34884766 http://dx.doi.org/10.3390/ijms222312958 |
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