Adamantylglycine as a high-affinity peptide label for membrane transport monitoring and regulation

Chem Commun (Camb). 2024 Apr 30;60(36):4810-4813. doi: 10.1039/d4cc00602j.

Abstract

The non-canonical amino acid adamantylglycine (Ada) is introduced into peptides to allow high-affinity binding to cucurbit[7]uril (CB7). Introduction of Ada into a cell-penetrating peptide (CPP) sequence had minimal influence on the membrane transport, yet enabled up- and down-regulation of the membrane transport activity.

MeSH terms

  • Adamantane / analogs & derivatives
  • Adamantane / chemistry
  • Biological Transport
  • Bridged-Ring Compounds / chemistry
  • Bridged-Ring Compounds / metabolism
  • Cell Membrane / chemistry
  • Cell Membrane / metabolism
  • Cell-Penetrating Peptides* / chemistry
  • Cell-Penetrating Peptides* / metabolism
  • Glycine* / analogs & derivatives
  • Glycine* / chemistry
  • Glycine* / metabolism
  • Heterocyclic Compounds, 2-Ring*
  • Humans
  • Imidazoles / chemistry
  • Imidazolidines*
  • Macrocyclic Compounds*

Substances

  • Glycine
  • Cell-Penetrating Peptides
  • Imidazoles
  • Bridged-Ring Compounds
  • cucurbit(7)uril
  • Adamantane
  • Heterocyclic Compounds, 2-Ring
  • Macrocyclic Compounds
  • Imidazolidines