Synthesis of a fluorogenic cyclooctyne activated by Cu-free click chemistry
JC Jewett, CR Bertozzi - Organic letters, 2011 - ACS Publications
Organic letters, 2011•ACS Publications
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.
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.
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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