Thin PEGylated Carbon Nitrides: Water-Dispersible Organic Nanodots as Bioimaging Probes

Chemistry. 2018 Mar 7;24(14):3506-3511. doi: 10.1002/chem.201704761. Epub 2018 Feb 12.

Abstract

Fluorescent materials are being used for the optical/fluorescence imaging of living cells and animal models. As such, the development of heavy-metal-free, water-dispersible, and biocompatible imaging probes is still important. Carbon nitride (C3 N4 ) is used as a bioimaging probe due to its suitable optical properties, thus enhancing its biocompatibility and dispersibility in aqueous media is required. In this study, we incorporated short-chain polyethylene glycol (PEG) groups onto a carbon nitride network by the simple N-alkylation of hexaethylene glycolic mesylate with nucleophilic nitrogen atoms on oxidized carbon nitride (OCN). The PEGylated OCN (PEG-OCN) was well dispersed in water as nanodots with a lateral dimension of approximately 30 nm and a thickness of 0.5-1.2 nm and showed strong photoluminescence in the visible region. Cell-viability testing confirmed that these "heavy-metal-free" organic nanodots were highly biocompatible and noncytotoxic. In particular, the developed nanodots could provide clear confocal images of RAW 264.7 cells without weakening cell activity and displaying any aggregation in a range of concentrations (25-100 μg mL-1 ) with bright-green emission in the cytoplasm.

Keywords: carbon nitride; imaging agents; luminescence; nanodots; polyethylene glycol.

MeSH terms

  • Animals
  • Carbon / chemistry
  • Cell Survival
  • Fluorescent Dyes / chemistry
  • Humans
  • Mice
  • Nanoparticles / chemistry
  • Nitriles / chemistry*
  • Nitrogen / chemistry*
  • Oxidation-Reduction
  • Polyethylene Glycols / chemistry*
  • Quantum Dots
  • Water / chemistry

Substances

  • Fluorescent Dyes
  • Nitriles
  • Water
  • Polyethylene Glycols
  • cyanogen
  • Carbon
  • Nitrogen