Development of surface immobilized 3-azidocoumarin-based fluorogenic probe via strain promoted click chemistry

Bioorg Med Chem Lett. 2015 Dec 15;25(24):5737-42. doi: 10.1016/j.bmcl.2015.10.078. Epub 2015 Oct 26.

Abstract

A new class of imaging probe, a fluorogenic version of 1, 3-dipolar cycloaddition of azides and alkynes has been developed. 3-azidocoumarin scaffolds were selectively immobilized on the DBCO modified bead surface via SPAAC and provide direct and strong fluorescence in fluorescence microscopy. This developed click-on beads could be applied to label various biomolecules, such as nucleic acids, proteins and other molecules. To this end, 5'(7-hydroxy 3-azido coumarin) labelled DNA primer also displayed strong fluorescence upon successful immobilization on the bead surface.

Keywords: 3-Azido coumarin; Click chemistry; Fluorogenic probe; Polystyrene beads; SPAAC.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Click Chemistry
  • Coumarins / chemical synthesis
  • Coumarins / chemistry*
  • DNA / chemistry
  • DNA / metabolism
  • DNA Primers / chemistry
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Microscopy, Fluorescence
  • Polystyrenes / chemistry

Substances

  • Coumarins
  • DNA Primers
  • Fluorescent Dyes
  • Polystyrenes
  • DNA
  • coumarin