"Click" chemistry mildly stabilizes bifunctional gold nanoparticles for sensing and catalysis

Chemistry. 2014 Jul 1;20(27):8363-9. doi: 10.1002/chem.201402652. Epub 2014 May 30.

Abstract

A large family of bifunctional 1,2,3-triazole derivatives that contain both a polyethylene glycol (PEG) chain and another functional fragment (e.g., a polymer, dendron, alcohol, carboxylic acid, allyl, fluorescence dye, redox-robust metal complex, or a β-cyclodextrin unit) has been synthesized by facile "click" chemistry and mildly coordinated to nanogold particles, thus providing stable water-soluble gold nanoparticles (AuNPs) in the size range 3.0-11.2 nm with various properties and applications. In particular, the sensing properties of these AuNPs are illustrated through the detection of an analogue of a warfare agent (i.e., sulfur mustard) by means of a fluorescence "turn-on" assay, and the catalytic activity of the smallest triazole-AuNPs (core of 3.0 nm) is excellent for the reduction of 4-nitrophenol in water.

Keywords: click chemistry; fluorescence; gold; nanoparticles; reduction; sulfur-mustard analogues.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Chemical Warfare Agents / analysis
  • Click Chemistry
  • Gold / chemistry*
  • Metal Nanoparticles / chemistry
  • Mustard Gas / analysis
  • Nitrophenols / chemistry
  • Oxidation-Reduction
  • Particle Size
  • Polyethylene Glycols / chemistry
  • Spectrometry, Fluorescence
  • Triazoles / chemistry

Substances

  • Chemical Warfare Agents
  • Nitrophenols
  • Triazoles
  • Polyethylene Glycols
  • Gold
  • Mustard Gas
  • 4-nitrophenol