Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 36, Pages 10766-10770Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201705006
Keywords
alkynes; azides; chemical ligations; click chemistry; ruthenium
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Funding
- Spanish grants [SAF2016-76689-R, SAF2013-41943-R]
- Xunta de Galicia [2015-CP082]
- Xunta de Galicia (Centro Singular de Investigacion de Galicia accreditation) [2016-2019 ED431G/09]
- European Union (European Regional Development Fund - ERDF)
- ERC [340055]
- European Research Council (ERC) [340055] Funding Source: European Research Council (ERC)
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The development of efficient metal-promoted bio-orthogonal ligations remains as a major scientific challenge. Demonstrated herein is that azides undergo efficient and regioselective room-temperature annulations with thioalkynes in aqueous milieu when treated with catalytic amounts of a suitable ruthenium complex. The reaction is compatible with different biomolecules, and can be carried out in complex aqueous mixtures such as phosphate buffered saline, cell lysates, fetal bovine serum, and even living bacteria (E. coli). Importantly, the reaction is mutually compatible with the classical CuAAC.
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