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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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