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Ultrafluorogenic coumarin-tetrazine probes for real-time biological imaging.

ABSTRACT: 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 trans-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.

SUBMITTER: Meimetis LG

PROVIDER: S-EPMC4122131 | biostudies-literature | 2014 Jul

REPOSITORIES: biostudies-literature

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Ultrafluorogenic coumarin-tetrazine probes for real-time biological imaging.

Meimetis Labros G LG Carlson Jonathan C T JC Giedt Randy J RJ Kohler Rainer H RH Weissleder Ralph R

Angewandte Chemie (International ed. in English) 20140610 29

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 trans-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, fluorogeni ...[more]

PMID: 24915832

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