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DOI: 10.1055/s-0043-1775364
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Chemical Tools for Peptide Modifications

His-Tagging: Exploring Precise Chemical Modification of Histidine-Containing Bioactive Peptide Sequences

Sourav Chatterjee∗
a   Department of Chemistry, Ashoka University, Rajiv Gandhi Education City, Sonipat, Haryana-131029, India
,
Bishwajit Paul∗
b   Department of Chemistry, Jnana Bharathi Campus, Bangalore University, Bangalore-560056, India
,
Govindaswamy Shanker
b   Department of Chemistry, Jnana Bharathi Campus, Bangalore University, Bangalore-560056, India
› Author AffiliationsB.P. and G.S. express their sincere appreciation to the Ministry of Education (MoE), India for support through the Scheme for Transformational and Advanced Research in Sciences (STARS-2), IISc program (Grant No. MoE/STARS/2023-0297). B.P. and G.S. also express sincere gratitude to the University Grants Commission (UGC), Faculty Recharge Program.
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Abstract

The modification of biomolecules, particularly peptides, has garnered considerable attention from researchers, effectively serving as a connection between chemistry and biology. The modification of peptides can facilitate, among others, the generation of peptide drugs, antibody–drug conjugates, and probes for molecular imaging. Herein, we have carefully curated reactions and chemical transformations of bioactive peptide sequences equipped with histidine amino acids that are conducive for biological applications. This Account also highlights strategies for the chemical modification of histidine that might capture the imagination of both peptide researchers and synthetic chemists.

1 Introduction

2 Histidine Modification in Bioactive Peptides and Proteins

3 Remote Bioactive Peptides and Protein Modification Adjacent to Histidine

4 Conclusions and Future Directions

Key words

alkenylation - C–H activation - imidazole - macrocyclization - metal coordination - remote modification


Publication History

Received: 23 February 2024

Accepted after revision: 06 May 2024

Article published online:
03 June 2024

© 2024. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 

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