The DOI matches its Crossref record; 56 of the 56 references it cites were found in a registry or an index.
Synthesis of Neoglycopolymers by a Combination of “Click Chemistry” and Living Radical Polymerization
Abstract
The synthesis of novel well-defined alkyne side chain functional polymers featuring narrow molecular weight distributions (PDI = 1.09-1.17) by living radical polymerization is described. Grafting of protected and unprotected carbohydrates is achieved via either a C-6 or an anomeric azide (alpha or beta) onto these polymers by Cu(I)-catalyzed "click chemistry", providing a simple and efficient route to synthetic glycopolymers. The strategy provides an extremely powerful tool for the synthesis of libraries of materials that differ only in the nature of the sugar moiety presented on a well-defined polymer scaffold. A library of multivalent ligands were then prepared following a "coclicking" synthetic protocol, and the reactivity of these glycopolymers in the presence of concanavalin A and Ricinus communis agglutinin, model lectins able to selectively bind appropriate mannose and galactose derivatives, respectively, was assessed.
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Cites
Tornøe, C. W., Christensen, C., & Meldal, M. (2002) · The Journal of Organic Chemistry · doi:10.1021/jo011148j · Cited by 8,696
Atom Transfer Radical Polymerization
Matyjaszewski, K., & Xia, J. (2001) · Chemical Reviews · doi:10.1021/cr940534g · Cited by 7,654
Metal-Catalyzed Living Radical Polymerization
Kamigaito, M., Ando, T., & Sawamoto, M. (2001) · Chemical Reviews · doi:10.1021/cr9901182 · Cited by 3,275
Intracellular Functions of N-Linked Glycans
Helenius, A., & Aebi, A. M. (2001) · Science · doi:10.1126/science.291.5512.2364 · Cited by 2,405
Bertozzi, C. R., & Kiessling, A. L. L. (2001) · Science · doi:10.1126/science.1059820 · Cited by 1,939
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Influencing Receptor−Ligand Binding Mechanisms with Multivalent Ligand Architecture
Gestwicki, J. E., Cairo, C. W., Strong, L. E., Oetjen, K. A., & Kiessling, L. L. (2002) · Journal of the American Chemical Society · doi:10.1021/ja027184x · Cited by 706
Dendronized Linear Polymers via “Click Chemistry”
Helms, B., Mynar, J. L., Hawker, C. J., & Fréchet, J. M. J. (2004) · Journal of the American Chemical Society · doi:10.1021/ja044744e · Cited by 580
Cited by
The growing applications of click chemistry
Moses, J. E., & Moorhouse, A. D. (2007) · Chem. Soc. Rev. · doi:10.1039/b613014n · Cited by 2,367
Ouchi, M., Terashima, T., & Sawamoto, M. (2009) · Chemical Reviews · doi:10.1021/cr900234b · Cited by 1,257
Marrying click chemistry with polymerization: expanding the scope of polymeric materials
Golas, P. L., & Matyjaszewski, K. (2010) · Chem. Soc. Rev. · doi:10.1039/b901978m · Cited by 863
“Click”‐Chemistry in Polymer and Material Science: the Update
Binder, W. H. (2008) · Macromolecular Rapid Communications · doi:10.1002/marc.200800332 · Cited by 567
Cu(I)-Catalyzed Click Chemistry in Glycoscience and Their Diverse Applications
Agrahari, A. K., Bose, P., Jaiswal, M. K., Rajkhowa, S., Singh, A. S., Hotha, S., Mishra, N., & Tiwari, V. K. (2021) · Chemical Reviews · doi:10.1021/acs.chemrev.0c00920 · Cited by 445
Metadata
- Authors
- Ladmiral, V., Mantovani, G., Clarkson, G. J., Cauet, S., Irwin, J. L., & Haddleton, D. M.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2006-03-22
- Volume
- 128
- Issue
- 14
- Pages
- 4823-4830
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1967178214
- Cited by
- 586
- References
- 56
- FWCI
- 37.49
- Type
- journal article
- Language
- en
- Open access
- closed
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- Ladmiral, V., Mantovani, G., Clarkson, G. J., Cauet, S., Irwin, J. L., & Haddleton, D. M. (2006). Synthesis of Neoglycopolymers by a Combination of “Click Chemistry” and Living Radical Polymerization. Journal of the American Chemical Society. https://doi.org/10.1021/ja058364k
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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