The DOI matches its Crossref record; 30 of the 30 references it cites were found in a registry or an index.
Rapid Oxime and Hydrazone Ligations with Aromatic Aldehydes for Biomolecular Labeling
Open accessAbstract
A high-yielding and rapid chemoselective ligation approach is presented that uses aniline catalysis to activate aromatic aldehydes toward two amine nucleophiles, namely, 6-hydrazinopyridyl and aminooxyacetyl groups. The rates of these ligations are resolved for model reactions with unprotected peptides. The resulting hydrazone and oxime conjugates are attained under ambient conditions with rate constants of 10(1)-10(3) M(-1) s(-1). These rate constants exceed those of current chemoselective ligation chemistries and enable efficient labeling of peptides and proteins at low muM concentrations, at neutral pH, without using a large excess of one of the components. The utility of the approach is demonstrated by the p-fluorobenzylation of human serum albumin and by the fluorescent labeling of an unprotected peptide with Alexa Fluor 488.
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Cites
Synthesis of Proteins by Native Chemical Ligation
Dawson, P. E., Muir, T. W., Clark-Lewis, I., & Kent, S. B. H. (1994) · Science · doi:10.1126/science.7973629 · Cited by 4,131
Self-citationCatalysis in chemistry and enzymology
Jencks, W. P. (1969) · Medical Entomology and Zoology · Cited by 3,217
Copper-free click chemistry for dynamic in vivo imaging
Baskin, J. M., Prescher, J. A., Laughlin, S. T., Agard, N. J., Chang, P. V., Miller, I. A., Lo, A., Codelli, J. A., & Bertozzi, C. R. (2007) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0707090104 · Cited by 1,833
Prescher, J. A., & Bertozzi, C. R. (2005) · Nature Chemical Biology · doi:10.1038/nchembio0605-13 · Cited by 1,456
Synthesis of Native Proteins by Chemical Ligation
Dawson, P. E., & Kent, S. B. H. (2000) · Annual Review of Biochemistry · doi:10.1146/annurev.biochem.69.1.923 · Cited by 1,082
Self-citationSCHNölzer, M., ALEWOOD, P., JONES, A., ALEWOOD, D., & KENT, S. B. H. (1992) · International Journal of Peptide and Protein Research · doi:10.1111/j.1399-3011.1992.tb00291.x · Cited by 1,049
Engineering Chemical Reactivity on Cell Surfaces Through Oligosaccharide Biosynthesis
Mahal, L. K., Yarema, K. J., & Bertozzi, C. R. (1997) · Science · doi:10.1126/science.276.5315.1125 · Cited by 796
A Comparative Study of Bioorthogonal Reactions with Azides
Agard, N. J., Baskin, J. M., Prescher, J. A., Lo, A., & Bertozzi, C. R. (2006) · ACS Chemical Biology · doi:10.1021/cb6003228 · Cited by 744
Site-specific labeling of cell surface proteins with biophysical probes using biotin ligase
Chen, I., Howarth, M., Lin, W., & Ting, A. Y. (2005) · Nature Methods · doi:10.1038/nmeth735 · Cited by 667
Insights into the Mechanism and Catalysis of the Native Chemical Ligation Reaction
Johnson, E. C. B., & Kent, S. B. H. (2006) · Journal of the American Chemical Society · doi:10.1021/ja058344i · Cited by 629
Cited by
Oximes and Hydrazones in Bioconjugation: Mechanism and Catalysis
Kölmel, D. K., & Kool, E. T. (2017) · Chemical Reviews · doi:10.1021/acs.chemrev.7b00090 · Cited by 699
A photoreversible protein-patterning approach for guiding stem cell fate in three-dimensional gels
DeForest, C. A., & Tirrell, D. A. (2015) · Nature Materials · doi:10.1038/nmat4219 · Cited by 432
Chemoproteomic profiling and discovery of protein electrophiles in human cells
Matthews, M. L., He, L., Horning, B. D., Olson, E. J., Correia, B. E., Yates, J. R., Dawson, P. E., & Cravatt, B. F. (2017) · Nature Chemistry · doi:10.1038/nchem.2645 · Cited by 90
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Metadata
- Authors
- Dirksen, A., & Dawson, P. E.
- Venue
- Bioconjugate Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2008-11-17
- Volume
- 19
- Issue
- 12
- Pages
- 2543-2548
- ISSN
- 1043-1802 (ISSN-L)
- 1520-4812
- OpenAlex
- W2090371323
- Cited by
- 373
- References
- 30
- FWCI
- 6.58
- Type
- journal article
- Language
- en
- Open access
- green
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