Covalent Warheads Targeting Cysteine Residue: The Promising Approach in Drug Development

Molecules. 2022 Nov 10;27(22):7728. doi: 10.3390/molecules27227728.

Abstract

Cysteine is one of the least abundant amino acids in proteins of many organisms, which plays a crucial role in catalysis, signal transduction, and redox regulation of gene expression. The thiol group of cysteine possesses the ability to perform nucleophilic and redox-active functions that are not feasible for other natural amino acids. Cysteine is the most common covalent amino acid residue and has been shown to react with a variety of warheads, especially Michael receptors. These unique properties have led to widespread interest in this nucleophile, leading to the development of a variety of cysteine-targeting warheads with different chemical compositions. Herein, we summarized the various covalent warheads targeting cysteine residue and their application in drug development.

Keywords: covalent inhibitor; covalent warheads; cysteine.

Publication types

  • Review

MeSH terms

  • Amino Acids / chemistry
  • Cysteine* / chemistry
  • Drug Development*
  • Oxidation-Reduction
  • Sulfhydryl Compounds / chemistry

Substances

  • Cysteine
  • Amino Acids
  • Sulfhydryl Compounds