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Updated: May 28, 2026

Design, Synthesis, and Photochemical Properties of Clickable Caged Compounds
Published on: October 15, 2019
Synthesis of a fluorogenic cyclooctyne activated by Cu-free click chemistry
John C Jewett1, Carolyn R Bertozzi
1Department of Chemistry and Howard Hughes Medical Institute, University of California, Berkeley, California 94720, United States.
Abstract:
Cyclooctyne-based probes that become fluorescent upon reaction with azides are important targets for real-time imaging of azide-labeled biomolecules. The concise synthesis of a coumarin-conjugated cyclooctyne, coumBARAC, that undergoes a 10-fold enhancement in fluorescence quantum yield upon triazole formation with organic azides is reported. The design principles embodied in coumBARAC establish a platform for generating fluorogenic cyclooctynes suited for biological imaging.
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