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Fast, Cell‐Compatible Click Chemistry with Copper‐Chelating Azides for Biomolecular Labeling
Author(s) -
Uttamapinant Chayasith,
Tangpeerachaikul Anupong,
Grecian Scott,
Clarke Scott,
Singh Upinder,
Slade Peter,
Gee Kyle R.,
Ting Alice Y.
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201108181
Subject(s) - click chemistry , copper , chemistry , chelation , alkyne , combinatorial chemistry , biocompatible material , nanotechnology , biochemistry , organic chemistry , catalysis , materials science , biomedical engineering , medicine
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 μ M Cu I /Cu II (see scheme). Detection sensitivity was also increased for CuAAC detection of alkyne‐modified proteins and RNA.

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