Synthesis of a Fluorogenic Cyclooctyne Activated by Cu-Free Click Chemistry
2011; American Chemical Society; Volume: 13; Issue: 22 Linguagem: Inglês
10.1021/ol2025026
ISSN1523-7060
AutoresJohn C. Jewett, Carolyn R. Bertozzi,
Tópico(s)Advanced Biosensing Techniques and Applications
ResumoCyclooctyne-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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