Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 49, Pages 15612-15616Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201708790
Keywords
bioorthogonal reactions; chemical biology; cleavage reactions; click chemistry; mesoionic compounds
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Funding
- French National Research Agency [ANR-14-CE06-0004]
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We report the discovery of a new bioorthogonal click-and-release reaction involving iminosydnones and strained alkynes. This transformation leads to two products resulting from the ligation and fragmentation of iminosydnones under physiological conditions. Optimized iminosydnones were successfully used to design innovative cleavable linkers for protein modification, thus opening up new areas in the fields of drug release and target-fishing applications. This click-and-release technology offers the possibility of exchanging tags on proteins for functionalized cyclooctynes under mild and bioorthogonal conditions.
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