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Tetra-fluorinated aromatic azide for highly efficient bioconjugation in living cells

We developed a fast strain-promoted azide–alkyne cycloaddition reaction (SPAAC) by tetra-fluorinated aromatic azide with a kinetic constant of 3.60 M(−1) s(−1), which is among the fastest SPAAC ligations reported so far. We successfully employed the reaction for covalent labelling of proteins with h...

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Detalles Bibliográficos
Autores principales: Cai, Xuekang, Wang, Dan, Gao, Yasi, Yi, Long, Yang, Xing, Xi, Zhen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9059488/
https://www.ncbi.nlm.nih.gov/pubmed/35521584
http://dx.doi.org/10.1039/c8ra09303b
Descripción
Sumario:We developed a fast strain-promoted azide–alkyne cycloaddition reaction (SPAAC) by tetra-fluorinated aromatic azide with a kinetic constant of 3.60 M(−1) s(−1), which is among the fastest SPAAC ligations reported so far. We successfully employed the reaction for covalent labelling of proteins with high efficiency and for bioimaging of mitochondria in living cells. The reaction could be a generally useful toolbox for chemical biology and biomaterials.