Formation of Supramolecular Nanostructures through in Situ Self-Assembly and Post-Assembly Modification of a Biocatalytically Constructed Dipeptide Hydrazide

Chemistry. 2022 Feb 7;28(8):e202104421. doi: 10.1002/chem.202104421. Epub 2022 Jan 27.

Abstract

Aqueous self-assembly of short peptides has attracted growing attention for the construction of supramolecular materials for various bioapplications. Herein, we describe how the thermolysin-assisted biocatalytic construction of a dipeptide hydrazide from an N-protected amino acid and an amino acid hydrazide leads to the formation of thermally stable supramolecular hydrogels. In addition, we demonstrate the post-assembly modification of the supramolecular architectures constructed in situ tethering hydrazide groups as a chemical handle by means of fluorescence imaging.

Keywords: biocatalysis; helical nanoribbons; peptides; post-assembly modifications; self-assembly; supramolecular hydrogels.

MeSH terms

  • Dipeptides*
  • Hydrazines
  • Hydrogels
  • Nanostructures*
  • Peptides

Substances

  • Dipeptides
  • Hydrazines
  • Hydrogels
  • Peptides