Ultrafluorogenic Coumarin–Tetrazine Probes for Real‐Time Biological Imaging1. Issue 29 (10th June 2014)

• Record Type: Journal Article
• Authors: Meimetis, Labros G.; Carlson, Jonathan C. T.; Giedt, Randy J.; Kohler, Rainer H.; Weissleder, Ralph
• Is Part Of: Angewandte Chemie international edition. Volume 53:Issue 29(2014)
• Page Start: 7531
• Page End: 7534
• Publication Date: 2014-06-10
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201403890
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>We have developed a series of new ultrafluorogenic probes in the blue‐green region of the visible‐light spectrum that display fluorescence enhancement exceeding 11 000‐fold. These fluorogenic dyes integrate a coumarin fluorochrome with the bioorthogonal <italic>trans</italic>‐cyclooctene(TCO)–tetrazine chemistry platform. By exploiting highly efficient through‐bond energy transfer (TBET), these probes exhibit the highest brightness enhancements reported for any bioorthogonal fluorogenic dyes. No‐wash, fluorogenic imaging of diverse targets including cell‐surface receptors in cancer cells, mitochondria, and the actin cytoskeleton is possible within seconds, with minimal background signal and no appreciable nonspecific binding, opening the possibility for in vivo sensing.</p> </abstract>