Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 12, Issue 16, Pages 2008-2028Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201700682
Keywords
azo compounds; biosensors; fluorescence; FRET; imaging agents
Categories
Funding
- INSA Rouen, Rouen University
- CNRS
- Labex SynOrg [ANR-11-LABX-0029]
- region Haute-Normandie (CRUNCh network)
- FEDER (TRIPODE) [33883]
- Burgundy region (FABER program, PARI Action 6, SSTIC 6 Imagerie, instrumentation, chimie et applications biomedicales)
- French Embassy in Singapore (PHC Merlion) [5.04.15]
- Iris Biotech GmbH company
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The use of nonfluorescent azo dyes as dark quenchers in activatable optical bioprobes based on the Forster resonance energy transfer (FRET) mechanism and designed to target a wide range of enzymes has been established for over two decades. The key value of the azo moiety (-N= N-) to act as an efficient ON-OFF switch of fluorescence once introduced within the core structure of conventional organic-based fluorophores ( mainly fluorescent aniline derivatives) has recently been exploited in the development of alternative reaction-based small-molecule probes based on the profluorescence concept. These unprece-dented azobenzene-caged fluorophores are valuable tools for the detection of a wide range of reactive (bio) analytes. This review highlights the most recent and relevant advances made in the design and biosensing/bioimaging applications of azo-based fluorogenic probes. Emphasis is also placed on relevant achievements in the synthesis of bioconjugatable/ biocompatible azo dyes used as starting building blocks in the rational and rapid construction of these fluorescent chemodosimeters. Finally, a brief glimpse of possible future biomedical applications (theranostics) of these smart azobenzene-based molecular systems is presented.
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