Glycopolymer Bioconjugates

Engineered Carbohydrate-Based Materials for Biomedical Applications: Polymers, Surfaces, Dendrimers, Nanoparticles, and Hydrogels

Volumn , Issue , 2010, Pages 167-188

  Ahmed, Marya ^a   Narain, Ravin ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

Bioconjugation, defined as linking of two or more molecules to produce novel compounds; Glycopolymer bioconjugates; Glycopolymer bioconjugates applications in biomedicines, bionanotechnology, pharmaceuticals and gene delivery

Indexed keywords

EID: 84886189557     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9780470944349.ch4     Document Type: Chapter

References (37)

1. Hermanson, T. G. (1996.Bioconjugate Techniques. Academic Press, pp. 1-15.
2. Lutz, F.-J., and Borner, G. H. (2008.Modern Trends in Polymer Bioconjugate Design. Prog. Polym. Sci. 33, 1-39.
3. Zhengwei, D., Lingshu, W., and Zhikang, X. (2008.Surface Glycosylation of Polymeric Membranes. Sci. China Ser. B-Chem. 51, 901-910.
4. Matsubara, T., Sumi, M., Kubota, H., Taki, T., Okahata, Y., and Sato, T. (2009.Inhibition of Influenza Virus Infections by Sialylgalactose-Binding Peptides Selected from a Phage Library. J. Med. Chem. 52, 4247-4256.
5. Gaek, M.-G., Stevens, C. R., and Charych, H. D. (2000.Design and Synthesis of Novel Glycopolythiophene Assemblies for Colorimetric Detection of Influenza Virus and E. coli. Bioconjug. Chem. 11, 777-788.
6. Polizzotti, D. B., Maheshwari, R., Vinkenborg, J., and Kiick, L. K. (2007.Effects of Saccharide Spacing and Chain Extension on Toxin Inhibition by Glycopolypeptides of Well-Defined Architecture Macromolecules 40, 7103-7110.
7. Vázquez-Dorbatt, V., and Maynard, D. H. (2006.Biotinylated Glycopolymers Synthesized by Atom Transfer Radical Polymerization. Biomacromolecules 7, 2297-2302.
8. Ogata. M., Hidari, J. P. I. K., Murata, T., Shimada, S., Kozaki, W., Park, Y. E., Suzuki, T., and Usui, T. (2009.Chemoenzymatic Synthesis of Sialoglycopolypeptides as Glycomimetics to Block Infection by Avian and Human Influenza Viruses. Bioconjug. Chem. 20, 538-549.
9. Hou, S., Sun, X.-L., Dong, C.-M., and Chaikof, L. E. (2004.Facile Synthesis of Chain-End Functionalized Glycopolymers for Site-Specific Bioconjugation. Bioconjug. Chem. 15, 954-959.
10. Arranz-Plaza, E., Tracy, S. A., Siriwardena, A., Pierce, M. J., and Boons, J.-G. (2002.High-Avidity, Low-Affinity Multivalent Interactions and the Block to Polyspermy in Xenopus laevis. J. Am. Chem. Soc. 124, 13035-13046.
11. Shi, W., Dolai, S., Averick, S., Fernando, S. S., Saltos, A. J., Amoreaux, L. W., Banerjee, P., and Raja, K. (2009.A General Methodology Toward Drug/Dye Incorporated Living Copolymer-Protein Hybrids: (NIRF Dye-Glucose) Copolymer-Avidin/BSA Conjugates as Prototypes. Bioconjug. Chem. 20, 1595-1601.
12. Pasparakis, G., Cockayne, A., and Alexander, C. (2007.Control of Bacterial Aggregation by Thermoresponsive Glycopolymers. J. Am. Chem. Soc. 129, 11014-11015.
13. Xue, C., Jog, P. S.,Murthy, P., and Liu, H. (2006.Synthesis of HighlyWater-Soluble Fluorescent Conjugated Glycopoly(p-phenylene)s for Lectin and Escherichia coli. Biomacromolecules 7, 2470-2474.
14. Heredia, L. K., and Maynard, D. H. (2007.Synthesis of Protein-Polymer Conjugates. Org. Biomol. Chem. 5, 45-53.
15. Dwek. A. R. (1996.Glycobiology: Toward Understanding the Function of Sugars. Chem. Rev. 96, 683-720.
16. Bernardes, L. J. G., Castagner, B., and Seeberger, H. P. (2009.Combined Approaches to the Synthesis and Study of Glycoproteins. ACS Chem. Biol. 4, 703-713.
17. Vázquez-Dorbatt, V., Tolstyka, P. Z., Chang, C.-W., andMaynard, D. H. (2009.Synthesis of a Pyridyl Disulfide End-Functionalized Glycopolymer for Conjugation to Biomolecules and Patterning on Gold Surfaces. Biomacromolecules 10, 2207-2212.
18. Boyer, C., Bulmus, V., Davis, P. T., Ladmiral, V., Liu, J., and Perrier, S. (2009.Bioapplications of RAFT Polymerization. Chem. Rev. 109, 5402-5436.
19. Narain,R. (2006.TailorMade Protein-GlycopolymerBioconjugates. React. Funct. Polym. 66, 1589-1595.
20. Liu, X., and Kiick, L. K. (2008.Architecture Effects on the Binding of Cholera Toxin by Helical Glycopolypeptides. Macromolecules 41, 764-772.
21. Xiao, Y.-N., Li, A.-L., Liang, H., and Lu, J. (2008.A Well-Defined Novel Aldehyde-Functionalized Glycopolymer: Synthesis, Micelle Formation, and Its Protein Immobilization. Macromolecules 41, 2374-2380.
22. Boyer, M. R., Quaker, M. G., and Maynard, D. H. (2008.Designed Amino Acid ATRP Initiators for the Synthesis of Biohybrid Materials. J. Am. Chem. Soc. 130, 1041-1047.
23. Matsuura, K., Akasaka, T., Hibino, M., and Kobayashi, K. (2000.Facile Synthesis of Stable and Lectin-Recognizable DNA-Carbohydrate Conjugates via Diazo Coupling. Bioconjug. Chem. 11, 202-211.
24. De Graff, J. A., Kooijman, M., Hennink, E.W., and Mastrobattista, E. (2009.Nonnatural Amino Acids for Site-Specific Protein Conjugation. Bioconjug. Chem. 20, 1281-1295.
25. Deiters, A., Cropp, A. T., Summerer, D., Mukherji, M., and Schultz, P. G. (2004.Site-Specific PEGylation of Proteins Containing Unnatural Amino Acids. Bioorg. Med. Chem. Lett. 14, 5743-5745
26. Geng, J., Mantovani, G., Tao, L., Nicolas, J., Chen, G., Wallis, R., Mitchell, A. D., Johnson, G. R. B., Evans, D. S., and Haddleton, M. D. (2007.Site-Directed Conjugation of "Clicked" Glycopolymers to Form GlycoproteinMimics: Binding to Mammalian Lectin and Induction of Immunological Function. J. Am. Chem. Soc. 129, 15156-15163.
27. Rabuka, D., Forstner, B. M., Groves, T. J., and Bertozzi, R. C. (2008.Noncovalent Cell Surface Engineering: Incorporation of Bioactive Synthetic Glycopolymers into Cellular Membrane. J. Am. Chem. Soc. 130, 5947-5953.
28. Akasaka, T., Matsuura, K., and Kobayashi, K. (2001.Transformation from Block-Type to Graft-Type Oligonucleotide-Glycopolymer Conjugates by Self-Organization with Half-SlidingComplementary Oligonucleotides and Their Lectin Recognition. Bioconjug.Chem. 12, 776-785.
29. Sun, X.-L., Faucher, M. K., Houston, M., Grande, D., and Chaikof, L. E. (2002.Design and Synthesis of Biotin Chain-Terminated Glycopolymers for Surface Glycoengineering. J. Am. Chem. Soc. 124, 7258-7259.
30. Umemura, M., Itoh, M.,Makimura, Y., Yamazaki, K., Umekawa,M., Masui, A.,Matahira, Y., Shibata, M., Ashida, H., and Yamamoto, K. (2008.Design of a Sialylglycopolymer with a Chitosan Backbone Having Efficient Inhibitory Activity against Influenza Virus Infection. J. Med. Chem. 51, 4496-4503.
31. Nagatsuka, T., Uzawa, H., Ohsawa, I., Seto, Y., and Nishida, Y. (2010.Use of Lactose against the Deadly Biological Toxin Ricin. ACS Appl. Mat. Interfaces 2, 1081-1085.
32. Rele,M. S., Cui,W.,Wang, L., Hou, S., Barr-Zarse, G., Tatton, D., Ganou, Y., Esko, D. J., andChaikof, L. E. (2005).Dendrimer-like PEOGlycopolymers ExhibitAnti-Inflammatory Properties. J. Am. Chem. Soc. 127, 10132-10133.
33. Ooya, T., Eguchi, M., and Yui, N. (2003.Supramolecular Design for Multivalent Interaction: Maltose Mobility along Polyrotaxane Enhanced Binding with Concanavalin A. J. Am. Chem. Soc. 125, 13016-13017.
34. Rawat, M., Gama, I. C., Matson, B. J., and Hsieh-Wilson, C. L. (2008.Neuroactive Chondroitin Sulfate Glycomimetics. J. Am. Chem. Soc. 130, 2959-2961.
35. Miura, Y., Yasuda, K., Yamamoto, K., Koike, M., Nishida, Y., and Kobayashi, K. (2007.Inhibition of Alzheimer Amyloid Aggregation with Sulfated Glycopolymers. Biomacromolecules 8, 2129-2134.
36. Guan, R., Sun, X.-L., Hou, S., Wu, P., and Chaikof, L. E. (2004.A Glycopolymer Chaperone for Fibroblast Growth Factor-2. Bioconjug. Chem. 15, 145-151.
37. Vicnet, M., Dieudonne, L., Carbajo, J. R., and Pineda-Lucena, A. (2008.Polymer Conjugates as Therapeutics: Future Trends Challenges and Opportunities. Expert Opin. Drug Deliv. 5, 593-614.