A cresyl violet-based fluorescent off-on probe for the detection and imaging of hypoxia and nitroreductase in living organisms

Chem Asian J. 2014 Aug;9(8):2058-62. doi: 10.1002/asia.201402364. Epub 2014 Jun 11.

Abstract

A new cresyl violet-based fluorescent off-on probe has been developed through a one-step synthesis for the detection of nitroreductase (NTR) and hypoxia. The detection mechanism is based on the NTR-catalyzed reduction of the probe to cresyl violet, accompanied with a large fluorescence enhancement at a long wavelength of 625 nm. The probe can detect NTR in aqueous solution with high selectivity and sensitivity, and the detection limit is 1 ng mL(-1) NTR. Most importantly, the probe has been successfully used to image not only NTR and hypoxia in living cells, but also the distribution of NTR in zebrafish in vivo.

Keywords: amines; fluorescence imaging; fluorescent probe; hypoxic tumor cells; reduction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoxazines / chemistry*
  • Carbon-13 Magnetic Resonance Spectroscopy
  • Fluorescent Dyes / chemistry*
  • Humans
  • Hypoxia / diagnosis*
  • Limit of Detection
  • MCF-7 Cells
  • Microscopy, Fluorescence
  • Nitroreductases / metabolism*
  • Proton Magnetic Resonance Spectroscopy
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Benzoxazines
  • Fluorescent Dyes
  • cresyl violet
  • Nitroreductases