Mono-ADP-Ribosylation of Peptides: An Overview of Synthetic and Chemoenzymatic Methodologies

Chembiochem. 2024 Dec 16;25(24):e202400440. doi: 10.1002/cbic.202400440. Epub 2024 Sep 5.

Abstract

Adenosine diphosphate (ADP)-ribosylation is a ubiquitous post-translational modification that regulates vital biological processes like histone reorganization and DNA-damage repair through the modification of various amino acid residues. Due to advances in mass-spectrometry, the collection of long-known ADP-ribose (ADPr) acceptor sites, e. g. arginine, cysteine and glutamic acid, has been expanded with serine, tyrosine and histidine, among others. Well-defined ADPr-peptides are valuable tools for investigating the exact structures, mechanisms of action and interaction partners of the different flavors of this modification. This review provides a comprehensive overview of synthetic and chemoenzymatic methodologies that enabled the construction of peptides mono-ADP-ribosylated on various amino acids, and close mimetics thereof.

Keywords: chemoenzymatic synthesis; glycosylation; mono-ADP-ribosylated peptides; pyrophosphate; solid-phase peptide synthesis.

Publication types

  • Review

MeSH terms

  • ADP-Ribosylation*
  • Adenosine Diphosphate Ribose / chemistry
  • Adenosine Diphosphate Ribose / metabolism
  • Humans
  • Peptides* / chemical synthesis
  • Peptides* / chemistry
  • Peptides* / metabolism
  • Protein Processing, Post-Translational

Substances

  • Peptides
  • Adenosine Diphosphate Ribose