A metal-free turn-on fluorescent probe for the fast and sensitive detection of inorganic azides

Bioorg Med Chem Lett. 2016 Apr 1;26(7):1651-4. doi: 10.1016/j.bmcl.2016.02.069. Epub 2016 Feb 23.

Abstract

Sodium azide is toxic and widely used in agricultural, commercial products, and research laboratories. Thus it is of a significant environmental concern and there is a need for the development of a rapid detection method. A fluorogenic dibenzylcyclooctyne derivative (Fl-DIBO) is herein described as a fluorescent probe for the rapid detection of inorganic azide via Strain-Promoted Azide-Alkyne Cycloaddition (SPAAC). Fl-DIBO was found to be highly selective toward NaN3 in comparison to other common anions with good sensitivity and detection limit of 10μM.

Keywords: Click chemistry; Fluorescent detection; Quantitative analysis; Sodium azide.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry
  • Benzyl Compounds / chemistry*
  • Click Chemistry / methods
  • Cycloaddition Reaction
  • Fluorescent Dyes / chemistry*
  • Sodium Azide / analysis*
  • Spectrometry, Fluorescence / methods

Substances

  • Alkynes
  • Benzyl Compounds
  • Fluorescent Dyes
  • 1-octyne
  • Sodium Azide