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.
| Original language | English |
|---|---|
| Pages (from-to) | 3192-3193 |
| Number of pages | 2 |
| Journal | Journal of the American Chemical Society |
| Volume | 125 |
| Issue number | 11 |
| DOIs | |
| Publication status | Published - 19 Mar 2003 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Chemistry(all)
Cite this
Bioconjugation by copper(I)-catalyzed azide-alkyne [3 + 2] cycloaddition. / Wang, Qian; Chan, Timothy R.; Hilgraf, Robert; Fokin, Valery V.; Sharpless, K. Barry; Finn, M. G.
In: Journal of the American Chemical Society, Vol. 125, No. 11, 19.03.2003, p. 3192-3193.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Bioconjugation by copper(I)-catalyzed azide-alkyne [3 + 2] cycloaddition
AU - Wang, Qian
AU - Chan, Timothy R.
AU - Hilgraf, Robert
AU - Fokin, Valery V.
AU - Sharpless, K. Barry
AU - Finn, M. G.
PY - 2003/3/19
Y1 - 2003/3/19
N2 - 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.
AB - 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.
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UR - http://www.scopus.com/inward/citedby.url?scp=0037454346&partnerID=8YFLogxK
U2 - 10.1021/ja021381e
DO - 10.1021/ja021381e
M3 - Article
C2 - 12630856
AN - SCOPUS:0037454346
VL - 125
SP - 3192
EP - 3193
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 11
ER -