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Development and Recent Advances in Lysine and N-Terminal Bioconjugation for Peptides and Proteins

The demand for creation of protein diversity and regulation of protein function through native protein modification and post-translational modification has ignited the development of selective chemical modification methods for peptides and proteins. Chemical bioconjugation offers selective functiona...

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Autores principales: Tantipanjaporn, Ajcharapan, Wong, Man-Kin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9953373/
https://www.ncbi.nlm.nih.gov/pubmed/36770752
http://dx.doi.org/10.3390/molecules28031083
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author Tantipanjaporn, Ajcharapan
Wong, Man-Kin
author_facet Tantipanjaporn, Ajcharapan
Wong, Man-Kin
author_sort Tantipanjaporn, Ajcharapan
collection PubMed
description The demand for creation of protein diversity and regulation of protein function through native protein modification and post-translational modification has ignited the development of selective chemical modification methods for peptides and proteins. Chemical bioconjugation offers selective functionalization providing bioconjugates with desired properties and functions for diverse applications in chemical biology, medicine, and biomaterials. The amino group existing at the lysine residue and N-terminus of peptides and proteins has been extensively studied in bioconjugation because of its good nucleophilicity and high surface exposure. Herein, we review the development of chemical methods for modification of the amino groups on lysine residue and N-terminus featuring excellent selectivity, mild reaction conditions, short reaction time, high conversion, biocompatibility, and preservation of protein integrity. This review is organized based on the chemoselectivity and site-selectivity of the chemical bioconjugation reagents to the amino acid residues aiming to provide guidance for the selection of appropriate bioconjugation methods.
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spelling pubmed-99533732023-02-25 Development and Recent Advances in Lysine and N-Terminal Bioconjugation for Peptides and Proteins Tantipanjaporn, Ajcharapan Wong, Man-Kin Molecules Review The demand for creation of protein diversity and regulation of protein function through native protein modification and post-translational modification has ignited the development of selective chemical modification methods for peptides and proteins. Chemical bioconjugation offers selective functionalization providing bioconjugates with desired properties and functions for diverse applications in chemical biology, medicine, and biomaterials. The amino group existing at the lysine residue and N-terminus of peptides and proteins has been extensively studied in bioconjugation because of its good nucleophilicity and high surface exposure. Herein, we review the development of chemical methods for modification of the amino groups on lysine residue and N-terminus featuring excellent selectivity, mild reaction conditions, short reaction time, high conversion, biocompatibility, and preservation of protein integrity. This review is organized based on the chemoselectivity and site-selectivity of the chemical bioconjugation reagents to the amino acid residues aiming to provide guidance for the selection of appropriate bioconjugation methods. MDPI 2023-01-21 /pmc/articles/PMC9953373/ /pubmed/36770752 http://dx.doi.org/10.3390/molecules28031083 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 Review
Tantipanjaporn, Ajcharapan
Wong, Man-Kin
Development and Recent Advances in Lysine and N-Terminal Bioconjugation for Peptides and Proteins
title Development and Recent Advances in Lysine and N-Terminal Bioconjugation for Peptides and Proteins
title_full Development and Recent Advances in Lysine and N-Terminal Bioconjugation for Peptides and Proteins
title_fullStr Development and Recent Advances in Lysine and N-Terminal Bioconjugation for Peptides and Proteins
title_full_unstemmed Development and Recent Advances in Lysine and N-Terminal Bioconjugation for Peptides and Proteins
title_short Development and Recent Advances in Lysine and N-Terminal Bioconjugation for Peptides and Proteins
title_sort development and recent advances in lysine and n-terminal bioconjugation for peptides and proteins
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9953373/
https://www.ncbi.nlm.nih.gov/pubmed/36770752
http://dx.doi.org/10.3390/molecules28031083
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