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Bioconjugation by copper(I)-catalyzed azide-alkyne [3 + 2] cycloaddition.

Journal of the American Chemical Society (2003-03-13)
Qian Wang, Timothy R Chan, Robert Hilgraf, Valery V Fokin, K Barry Sharpless, M G Finn
ABSTRACT

The copper-catalyzed cycloaddition reaction between azides and alkynes functions efficiently in aqueous solution in the presence of a tris(triazolyl)amine ligand. The process has been employed to make rapid and reliable covalent connections to micromolar concentrations of protein decorated with either of the reactive moieties. The chelating ligand plays a crucial role in stabilizing the Cu(I) oxidation state and protecting the protein from Cu(triazole)-induced denaturation. Because the azide and alkyne groups themselves are unreactive with protein residues or other biomolecules, their ligation is of potential utility as a general bioconjugation method.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine, 97%