TitleDevelopment and Applications of the Copper-Catalyzed Azide-Alkyne Cycloaddition (CuAAC) as a Bioorthogonal Reaction
AuthorsLi, Li
Zhang, Zhiyuan
AffiliationPeking Univ, Sch Life Sci, Beijing 100871, Peoples R China.
Natl Inst Biol Sci, Beijing 102206, Peoples R China.
KeywordsCuAAC
click reaction
bioorthogonal reactions
imaging
activity-based protein profiling
FREE CLICK CHEMISTRY
SITE-SPECIFIC INCORPORATION
CELL-SURFACE GLYCANS
IN-VIVO
LIVING CELLS
1,3-DIPOLAR CYCLOADDITIONS
O-GLCNAC
SACCHAROMYCES-CEREVISIAE
FLUORESCENT PROTEIN
CHELATING AZIDES
Issue Date2016
PublisherMOLECULES
CitationMOLECULES.2016,21(10).
AbstractThe emergence of bioorthogonal reactions has greatly broadened the scope of biomolecule labeling and detecting. Of all the bioorthogonal reactions that have been developed, the copper-catalyzed azide-alkyne cycloaddition (CuAAC) is the most widely applied one, mainly because of its relatively fast kinetics and high efficiency. However, the introduction of copper species to in vivo systems raises the issue of potential toxicity. In order to reduce the copper-induced toxicity and further improve the reaction kinetics and efficiency, different strategies have been adopted, including the development of diverse copper chelating ligands to assist the catalytic cycle and the development of chelating azides as reagents. Up to now, the optimization of CuAAC has facilitated its applications in labeling and identifying either specific biomolecule species or on the omics level. Herein, we mainly discuss the efforts in the development of CuAAC to better fit the bioorthogonal reaction criteria and its bioorthogonal applications both in vivo and in vitro.
URIhttp://hdl.handle.net/20.500.11897/457251
ISSN1420-3049
DOI10.3390/molecules21101393
IndexedSCI(E)
PubMed
Appears in Collections:生命科学学院

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