Chemo-selective modification of cysteine residue: synthesis and application in the discovery of potential drug candidates-Reference-Cited by-同舟云学术

Chemo-selective modification of cysteine residue: synthesis and application in the discovery of potential drug candidates

Published:2024-09-06 Issue: Volume: Page:540-554
ISSN:
Container-title:Exploration of Drug Science
language:
Short-container-title:Explor Drug Sci

Author:

Liao Yanyan¹,Jiang Xuefeng²^ORCID

Affiliation:

1. Hainan Institute, East China Normal University, Shanghai 200062, China; State Key Laboratory of Petroleum Molecular & Process Engineering, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China; Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China

2. Hainan Institute, East China Normal University, Shanghai 200062, China; State Key Laboratory of Petroleum Molecular & Process Engineering, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China; Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China; School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, Henan, China

Abstract

Chemo-select modification of peptides, targeting a handful of the most reactive proteinogenic amino acids (AAs), is gradually utilized to address the medical needs of peptide drugs and biopharmaceuticals. Cysteine (Cys), one of the less abundant AAs in many biological proteins, plays a vital role in the catalysis, signal transduction, and redox regulation of gene expression. In natural AAs (α-AAs) residues, Cys exhibits high nucleophilicity and low redox-active potential, making it a primary target for site-selective conjugation. This review summarizes several representative Cys-peptide/protein conjugation strategies developed in recent years, including polar reactions, radical coupling reactions, and stapling techniques.

Publisher

Open Exploration Publishing

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