Development of azo-based fluorescent probes to detect different levels of hypoxia

Angew Chem Int Ed Engl. 2013 Dec 2;52(49):13028-32. doi: 10.1002/anie.201305784. Epub 2013 Oct 14.


Let it shine: New hypoxia-sensitive fluorescent probes were developed; they consist of a rhodamine moiety with an azo group directly conjugated to the fluorophore. Because of an ultrafast conformational change around the NN bond, the compounds are nonfluorescent under normoxia. However, under hypoxia, the azo group is reduced, and a strongly fluorescent rhodamine derivative is released.

Keywords: azo compounds; bioorganic chemistry; fluorescent probes; imaging agents; oxygen concentration.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Azo Compounds / chemistry*
  • Cell Hypoxia / physiology*
  • Cell Line, Tumor
  • Fluorescent Dyes / chemistry*
  • Humans
  • Lung Neoplasms / chemistry
  • Lung Neoplasms / metabolism
  • Microsomes, Liver / chemistry
  • Microsomes, Liver / metabolism
  • Quantum Theory
  • Rats


  • Azo Compounds
  • Fluorescent Dyes