The DOI matches its Crossref record; 14 of the 14 references it cites were found in a registry or an index.
Cell Surface Labeling of Escherichia coli via Copper(I)-Catalyzed [3+2] Cycloaddition
Abstract
Labeling of the cell surface of Escherichia coli was accomplished by expression of a recombinant outer membrane protein, OmpC, in the presence of the unnatural amino acid azidohomoalanine, which acts as a methionine surrogate. The surface-exposed azide moieties of whole cells were biotinylated via Cu(1)-catalyzed [3+2] azide-alkyne cycloaddition. The specificity of labeling of both wild-type OmpC and a mutant containing additional methionine sites for azidohomoalanine incorporation was confirmed by Western blotting. Flow cytometry was performed to examine the specificity of the labeling. Cells that express the mutant form of OmpC in the presence of azidohomoalanine, which were biotinylated and stained with fluorescent avidin, exhibit a mean fluorescence 10-fold higher than the background. Incorporation of an unnatural amino acid can thus be determined on a single-cell basis.
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Cites
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
Bioconjugation by Copper(I)-Catalyzed Azide-Alkyne [3 + 2] Cycloaddition
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Self-citationEngineering Chemical Reactivity on Cell Surfaces Through Oligosaccharide Biosynthesis
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Investigating Cellular Metabolism of Synthetic Azidosugars with the Staudinger Ligation
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A New Strategy for the Site-Specific Modification of Proteins in Vivo
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Enhanced metalloadsorption of bacterial cells displaying poly-His peptides
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Self-citationRostovtsev, 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
Cited by
Cu-Catalyzed Azide−Alkyne Cycloaddition
Meldal, M., & Tornøe, C. W. (2008) · Chemical Reviews · doi:10.1021/cr0783479 · Cited by 4,628
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 impact of click chemistry on drug discovery
Kolb, H. C., & Sharpless, K. B. (2003) · Drug Discovery Today · doi:10.1016/s1359-6446(03)02933-7 · Cited by 3,148
Adding New Chemistries to the Genetic Code
Liu, C. C., & Schultz, P. G. (2010) · Annual Review of Biochemistry · doi:10.1146/annurev.biochem.052308.105824 · Cited by 1,725
Himo, F., Lovell, T., Hilgraf, R., Rostovtsev, V. V., Noodleman, L., Sharpless, K. B., & Fokin, V. V. (2005) · Journal of the American Chemical Society · doi:10.1021/ja0471525 · Cited by 1,738
Metadata
- Authors
- Link, A. J., & Tirrell, D. A.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2003-08-23
- Volume
- 125
- Issue
- 37
- Pages
- 11164-11165
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1993016234
- Cited by
- 577
- References
- 14
- FWCI
- 15.73
- Type
- journal article
- Language
- en
- Open access
- closed
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