The DOI matches its Crossref record; 9 of the 9 references it cites were found in a registry or an index.
Bioconjugation by Copper(I)-Catalyzed Azide-Alkyne [3 + 2] Cycloaddition
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.
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Citations
Cites
Tornøe, C. W., Christensen, C., & Meldal, M. (2002) · The Journal of Organic Chemistry · doi:10.1021/jo011148j · Cited by 8,696
1,3-Dipolar Cycloaddition Chemistry
Padwa, A. (1984) · Medical Entomology and Zoology · Cited by 3,241
Cell Surface Engineering by a Modified Staudinger Reaction
Saxon, E., & Bertozzi, C. R. (2000) · Science · doi:10.1126/science.287.5460.2007 · Cited by 2,460
A “Traceless” Staudinger Ligation for the Chemoselective Synthesis of Amide Bonds
Saxon, E., Armstrong, J. I., & Bertozzi, C. R. (2000) · Organic Letters · doi:10.1021/ol006054v · Cited by 680
Synthesis of Sugar Arrays in Microtiter Plate
Fazio, F., Bryan, M. C., Blixt, O., Paulson, J. C., & Wong, C.-H. (2002) · Journal of the American Chemical Society · doi:10.1021/ja020887u · Cited by 489
Moore, D. R., Cheng, M., Lobkovsky, E. B., & Coates, G. W. (2002) · Angewandte Chemie International Edition · doi:10.1002/1521-3773(20020715)41:14<2599::aid-anie2599>3.0.co;2-n · Cited by 450
Tchernov, E., Rieppel, O., Zaher, H., Polcyn, M. J., & Jacobs, L. L. (2000) · Science · doi:10.1126/science.287.5460.2010 · Cited by 259
Chemoselective ligation reactions with proteins, oligosaccharides and cells
Lemieux, G. (1998) · Trends in biotechnology · doi:10.1016/s0167-7799(98)01230-x · Cited by 233
Rostovtsev, V. V., Green, L. G., Fokin, V. V., & Sharpless, K. B. (2002) · Angewandte Chemie International Edition · doi:10.1002/1521-3773(20020715)41:14<2596::aid-anie2596>3.0.co;2-4
Self-citation
Cited by
Bioorthogonal Chemistry: Fishing for Selectivity in a Sea of Functionality
Sletten, E. M., & Bertozzi, C. R. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200900942 · Cited by 3,165
The growing applications of click chemistry
Moses, J. E., & Moorhouse, A. D. (2007) · Chem. Soc. Rev. · doi:10.1039/b613014n · Cited by 2,367
Prescher, J. A., & Bertozzi, C. R. (2005) · Nature Chemical Biology · doi:10.1038/nchembio0605-13 · Cited by 1,456
CuI‐Catalyzed Alkyne–Azide “Click” Cycloadditions from a Mechanistic and Synthetic Perspective
Bock, V. D., Hiemstra, H., & van Maarseveen, J. H. (2006) · European Journal of Organic Chemistry · doi:10.1002/ejoc.200500483 · Cited by 1,452
Dieterich, D. C., Link, A. J., Graumann, J., Tirrell, D. A., & Schuman, E. M. (2006) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0601637103 · Cited by 874
Metadata
- Authors
- Wang, Q., Chan, T. R., Hilgraf, R., Fokin, V. V., Sharpless, K. B., & Finn, M. G.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2003-02-22
- Volume
- 125
- Issue
- 11
- Pages
- 3192-3193
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2021320094
- Cited by
- 1,641
- References
- 9
- FWCI
- 32.87
- Type
- journal article
- Language
- en
- Open access
- closed
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- Wang, Q., Chan, T. R., Hilgraf, R., Fokin, V. V., Sharpless, K. B., & Finn, M. G. (2003). Bioconjugation by Copper(I)-Catalyzed Azide-Alkyne [3 + 2] Cycloaddition. Journal of the American Chemical Society. https://doi.org/10.1021/ja021381e
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Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
