CalFluors: A Universal Motif for Fluorogenic Azide Probes across the Visible Spectrum

J Am Chem Soc. 2015 Jun 10;137(22):7145-51. doi: 10.1021/jacs.5b02383. Epub 2015 Jun 2.

Abstract

Fluorescent bioorthogonal smart probes across the visible spectrum will enable sensitive visualization of metabolically labeled molecules in biological systems. Here we present a unified design, based on the principle of photoinduced electron transfer, to access a panel of highly fluorogenic azide probes that are activated by conversion to the corresponding triazoles via click chemistry. Termed the CalFluors, these probes possess emission maxima that range from green to far red wavelengths, and enable sensitive biomolecule detection under no-wash conditions. We used the CalFluor probes to image various alkyne-labeled biomolecules (glycans, DNA, RNA, and proteins) in cells, developing zebrafish, and mouse brain tissue slices.

Publication types

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

MeSH terms

  • Animals
  • Azides / chemistry*
  • DNA / analysis
  • Mice
  • Molecular Probes*
  • Polysaccharides / analysis
  • Proteins / analysis
  • RNA / analysis
  • Zebrafish

Substances

  • Azides
  • Molecular Probes
  • Polysaccharides
  • Proteins
  • RNA
  • DNA