Hydrogen sulfide induced supramolecular self-assembly in living cells

Chem Commun (Camb). 2018 Aug 21;54(65):9051-9054. doi: 10.1039/c8cc05174g. Epub 2018 Jul 27.

Abstract

Here we developed a critical gasotransmitter (H2S) mediated reduction to induce supramolecular self-assembly in multiple living cell lines. Specifically, the reduction converted an azido group to an amine which allowed the formation of intramolecular hydrogen bonds. The hydrogen bonds planarized the assembling molecules and promoted the supramolecular self-assembly.

MeSH terms

  • Amines / metabolism
  • Azides / chemical synthesis
  • Azides / chemistry
  • Azides / metabolism
  • Cell Line, Tumor
  • Drug Design
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / metabolism*
  • Gasotransmitters / chemistry
  • Gasotransmitters / metabolism*
  • Human Umbilical Vein Endothelial Cells
  • Humans
  • Hydrogen Bonding
  • Hydrogen Sulfide / chemistry
  • Hydrogen Sulfide / metabolism*
  • Lysosomes / metabolism
  • Macromolecular Substances / chemical synthesis
  • Macromolecular Substances / chemistry
  • Macromolecular Substances / metabolism*
  • Mitochondria / metabolism
  • Oxidation-Reduction
  • Quinazolinones / chemical synthesis
  • Quinazolinones / chemistry
  • Quinazolinones / metabolism

Substances

  • Amines
  • Azides
  • Fluorescent Dyes
  • Gasotransmitters
  • Macromolecular Substances
  • Quinazolinones
  • Hydrogen Sulfide