Direct generation of polymer films on copper surfaces through azide-alkyne cycloaddition reactions between peptidomimetic oligomers

Macromolecular Rapid Communications

Volumn 29, Issue 12-13, 2008, Pages 1134-1139

  Shah, Neel H ^a   Kirshenbaum, Kent ^a  

^a NEW YORK UNIVERSITY   (United States)

Author keywords

Biomaterials; Biomimetic; Click chemistry; Metal coating; Peptoids

Indexed keywords

ABS RESINS; ACETYLENE; BIOLOGICAL MATERIALS; BIOMIMETICS; CHEMICAL MODIFICATION; COPPER; CROSSLINKING; CYCLOADDITION; FUNCTIONAL POLYMERS; HYDROCARBONS; METALS; NITROGEN COMPOUNDS; OLIGOMERS; PLASTIC COATINGS; POLYMERS; PROTECTIVE COATINGS; THICK FILMS;

BIOMIMETIC; BRANCHED POLYMERS; CLICK CHEMISTRY; COPPER METALS; COPPER SURFACES; CYCLOADDITION REACTIONS; DIRECT GENERATIONS; DIRECT METHODS; MACROMOLECULAR PRODUCTS; METAL COATING; METAL SURFACES; PEPTIDOMIMETIC; PEPTOIDS; POLYMER COATINGS; POLYMER NETWORKS; SIDE CHAINS; STARTING MATERIALS;

POLYMER FILMS;

EID: 55349090644     PISSN: 10221336     EISSN: 15213927     Source Type: Journal    
DOI: 10.1002/marc.200800042     Document Type: Article

References (31)

1. H. C. Kolb, K. B. Sharpless, Drug Discovery Today 2003, 8, 1128.
2. J. P. Collman, N. K. Devaraj, C. E. D. Chidsey, Langmuir 2004, 20, 1051.
3. X. Sun, C. L. Stabler, C. S. Cazalis, E. L. Chaikof, Bioconjugate Chem. 2006, 17, 52.
4. Y. Zhang, L. Sanzhong, Y. Tang, L. Yu, K. Hou, J. Cheng, X. Zeng, P. G. Wang, Anal. Chem. 2006, 78, 2001.
5. N. K. Devaraj, J. P. Collman, QSAR Comb. Sci. 2007, 26, 1253.
6. J. A. Johnson, D. R. Lewis, D. D. Diaz, M. G. Finn, I T. Koberstein, N. J. Turro, J. Am. Chem. Soc. 2006, 128, 6564.
7. M. Malkoch, R. Vestberb, N. Gupta, L. Mespouille, P. Dubois, A. Mason, J. L. Hedrick, Q. Liao, C. W. Frank, K. Kingsbury, C. J. Hawker, Chem. Commun. 2006, 26, 2774.
8. J. Zhu, X. Zhu, E. T. Kang, K. G. Neoh, Polymer 2007, 48, 6992.
9. D. D. Diaz, S. Punna, P. Holzer, A. K. McPherson, K. B. Sharpless, V. V. Fokin, M. G. Finn, J. Polym. Sci, Part A: Polym. Chem. 2004, 42, 4392.
10. Y. Liu, D. D. Diaz, A. A. Accurso, K. B. Sharpless, V. V. Fokin, M. G. Finn, J. Polym. Sci., Part A: Polym. Chem. 2007, 45, 5182.
11. R. N. Zuckermann, J. M. Kerr, S. B. H. Kent, W. H. Moos, J. Am. Chem. Soc. 1992, 214, 10646.
12. J. A. Patch, K. Kirshenbaum, S. L. Seurynck, R. N. Zuckermann, A. E. Barron, "Versatile Oligo(N-Substituted) Glycines; The Many Roles of Peptoids in Drug Discovery", in: Pseudopeptides in Drug Discovery, P. E. Nielsen, Ed., Wiley-VCH, Weinheim, Germany 2004, p. 1.
13. H.-Y. Lim, C. T. Archer, T. Kodadek, J. Am. Chem. Soc. 2007, 129, 7750.
14. Y. Utku, E. Dehan, O. Ouerfelli, F. Piano, R. N. Zuckermann, M. Pagano, K. Kirshenbaum, Mol. BioSyst 2006, 2, 312.
15. J. A. Patch, A. E. Barron, J. Am. Chem. Soc. 2003, 125, 12092.
16. T. Hara, S. R. Durell, M. C. Myers, D. H. Appella, J. Am. Chem. Soc. 2006, 128, 1995.
17. A. R. Statz, R. J. Meagher, A. E. Barron, P. B. Messersmith, J. Am. Chem. Soc. 2005, 127, 7972.
18. H. Jang, A. Fafarman, J. M. Holub, K. Kirshenbaum, Org. Lett. 2005, 7, 1951.
19. J. M. Holub, H. Jang, K. Kirshenbaum, Org. Biomol. Chem. 2006, 4, 1497.
20. J. M. Holub, H. Jang, K. Kirshenbaum, Org. Lett. 2007, 9, 3275.
21. B. Carboni, A. Benalil, M. Vaultier, J. Org. Chem. 1993, 58, 3736.
22. M. Alodan, W. Smyrl, Electrochim. Acta 1998, 44, 299.
23. C. Yarnitzky, R. Schrieber-Stanger, J. Electroanal. Chem. 1986, 214, 65.
24. H. A. Orgueira, D. Fokas, Y. Isome, P. C. M. Chan, C. Baldino, Tetrahedron Lett. 2005, 46, 2911.
25. E. Lieber, C. N. Ramachandra Rao, T. S. Chao, C. W.W. Hoffman, Anal. Chem. 1957, 29, 916.
26. T. C. Holmes, Trends Biotechnol 2002, 20, 16.
27. V. Crescenzi, L. Cornelio, C. Di Meo, S. Nadrecchia, R. Lamanna, Biomacromolecules 2007, 8, 1844.
28. B. Yoo, K. Kirshenbaum, J. Am. Chem. Soc. 2005, 127, 17132.
29. J. M. Holub, M. J. Garabedian, K. Kirshenbaum, QSAR Comb. Sci. 2007, 26, 1175.
30. A. T. Fafarman, P. P. Borbat, J. H. Freed, K. Kirshenbaum, Chem. Commun. 2007, 2, 377.
31. C. J. Hawker, K. L. Wooley, Science 2005, 309, 1200.