Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling

Author(s)
Uttamapinant, Chayasith; Tangpeerachaikul, Anupong; Grecian, Scott; Clarke, Scott M.; Singh, Upinder; ... Show more
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Abstract
Bring your own copper: Copper-chelating azides undergo much faster click reactions (CuAAC) than nonchelating azides under a variety of biocompatible conditions. This kinetic enhancement allows site-specific protein labeling to be performed on the surface of living cells with only 10–40 μM Cu[superscript I]/Cu[superscript II] (see scheme). Detection sensitivity was also increased for CuAAC detection of alkyne-modified proteins and RNA.
Date issued
2012-05
URI
http://hdl.handle.net/1721.1/74563
Department
Massachusetts Institute of Technology. Department of Chemistry
Journal
Angewandte Chemie International Edition
Publisher
Wiley Blackwell
Citation
Uttamapinant, Chayasith et al. “Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling.” Angewandte Chemie International Edition 51.24 (2012): 5852–5856.
Version: Author's final manuscript
ISSN
1433-7851
1521-3773
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