The DOI matches its Crossref record; 15 of the 15 references it cites were found in a registry or an index.
A Hydrophilic Azacyclooctyne for Cu-Free Click Chemistry
Open accessAbstract
Biomolecules labeled with azides can be detected through Cu-free click chemistry with cyclooctyne probes, but their intrinsic hydrophobicity can compromise bioavailability. Here, we report the synthesis and evaluation of a novel azacyclooctyne, 6,7-dimethoxyazacyclooct-4-yne (DIMAC). Generated in nine steps from a glucose analogue, DIMAC reacted with azide-labeled proteins and cells similarly to cyclooctynes. However, its superior polarity and water solubility reduced nonspecific binding, thereby improving the sensitivity of azide detection.
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Agard, N. J., Prescher, J. A., & Bertozzi, C. R. (2004) · Journal of the American Chemical Society · doi:10.1021/ja044996f · Cited by 3,017
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Saxon, E., & Bertozzi, C. R. (2000) · Science · doi:10.1126/science.287.5460.2007 · Cited by 2,460
Self-citationCopper-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
Self-citationPrescher, J. A., & Bertozzi, C. R. (2005) · Nature Chemical Biology · doi:10.1038/nchembio0605-13 · Cited by 1,456
Self-citationIn Vivo Imaging of Membrane-Associated Glycans in Developing Zebrafish
Laughlin, S. T., Baskin, J. M., Amacher, S. L., & Bertozzi, C. R. (2008) · Science · doi:10.1126/science.1155106 · Cited by 1,026
Self-citationSpeers, A. E., Adam, G. C., & Cravatt, B. F. (2003) · Journal of the American Chemical Society · doi:10.1021/ja034490h · Cited by 955
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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
Self-citationGlycoproteomic probes for fluorescent imaging of fucosylated glycans in vivo
Sawa, M., Hsu, T.-L., Itoh, T., Sugiyama, M., Hanson, S. R., Vogt, P. K., & Wong, C.-H. (2006) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0605418103 · Cited by 409
Redirecting lipoic acid ligase for cell surface protein labeling with small-molecule probes
Fernández-Suárez, M., Baruah, H., Martínez-Hernández, L., Xie, K. T., Baskin, J. M., Bertozzi, C. R., & Ting, A. Y. (2007) · Nature Biotechnology · doi:10.1038/nbt1355 · Cited by 373
Self-citationEstimation of Aqueous Solubility of Chemical Compounds Using E-State Indices
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Azide–Alkyne Coupling: A Powerful Reaction for Bioconjugate Chemistry
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Chemical Probes for the Rapid Detection of Fatty-Acylated Proteins in Mammalian Cells
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Cited by
Bioorthogonal Chemistry: Fishing for Selectivity in a Sea of Functionality
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Self-citationClick Chemistry for Drug Development and Diverse Chemical–Biology Applications
Thirumurugan, P., Matosiuk, D., & Jozwiak, K. (2013) · Chemical Reviews · doi:10.1021/cr200409f · Cited by 1,896
Cu-free click cycloaddition reactions in chemical biology
Jewett, J. C., & Bertozzi, C. R. (2010) · Chemical Society Reviews · doi:10.1039/b901970g · Cited by 1,684
Self-citationButler, R. N., & Coyne, A. G. (2010) · Chemical Reviews · doi:10.1021/cr100162c · Cited by 1,108
Medicinal attributes of 1,2,3-triazoles: Current developments
Dheer, D., Singh, V., & Shankar, R. (2017) · Bioorganic Chemistry · doi:10.1016/j.bioorg.2017.01.010 · Cited by 873
Metadata
- Authors
- Sletten, E. M., & Bertozzi, C. R.
- Venue
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Published
- 2008-06-13
- Volume
- 10
- Issue
- 14
- Pages
- 3097-3099
- ISSN
- 1523-7052 (ISSN-L)
- 1523-7060
- OpenAlex
- W2087171377
- Cited by
- 296
- References
- 15
- FWCI
- 14.03
- Type
- journal article
- Language
- en
- Open access
- hybrid
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