Oligo-benzamide-based peptide mimicking tools for modulating biology

Methods Enzymol. 2024:698:221-245. doi: 10.1016/bs.mie.2024.04.022. Epub 2024 Apr 27.

Abstract

The oligo-benzamide scaffold is a rigid organic framework that can hold 2-3 functional groups as O-alkyl substituents on its benzamide units, mirroring their natural arrangement in an α-helix. Oligo-benzamides demonstrated outstanding α-helix mimicry and can be readily synthesized by following high yielding and iterative reaction steps in both solution-phase and solid-phase. A number of oligo-benzamides have been designed to emulate α-helical peptide segments in biologically active proteins and showed strong protein binding, in turn effectively disrupting protein-protein interactions in vitro and in vivo. In this chapter, the design of oligo-benzamides for mimicking α-helices, efficient synthetic routes for producing them, and their biomedical studies showing remarkable potency in inhibiting protein functions are discussed.

Keywords: LXXLL motif; Nuclear receptor-coregulator interaction; Oligo-benzamides; Peptidomimetics; Prostate and breast cancer; Protein-protein interaction; α-Helix mimetics.

MeSH terms

  • Animals
  • Benzamides* / chemistry
  • Benzamides* / pharmacology
  • Humans
  • Peptides / chemistry
  • Protein Binding
  • Protein Conformation, alpha-Helical

Substances

  • Benzamides
  • Peptides
  • benzamide