Biocompatible carbon nanotubes generated by functionalization with glycodendrimers

Angewandte Chemie - International Edition

Volumn 47, Issue 27, 2008, Pages 5022-5025

  Wu, Peng ^a   Chen, Xing ^a   Hu, Nancy ^a   Tam, Un Chong ^a   Blixt, Ola ^c   Zettl, Alex ^a,b   Bertozzi, Carolyn R ^a,b  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b LAWRENCE BERKELEY NATIONAL LABORATORY   (United States)

^c SCRIPPS RESEARCH INSTITUTE   (United States)

Author keywords

Biomimetic synthesis; Carbon; Dendrimers; Glycoconjugates; Nanotubes

Indexed keywords

CARBOHYDRATES; NANOCOMPOSITES; NANOPORES; NANOSTRUCTURED MATERIALS; NANOSTRUCTURES; NANOTUBES; ORGANIC COMPOUNDS; PROTECTIVE COATINGS; SINGLE-WALLED CARBON NANOTUBES (SWCN);

BIOMIMETIC SYNTHESIS; CARBON; DENDRIMERS; GLYCOCONJUGATES;

CARBON NANOTUBES;

2,2 BIS(HYDROXYMETHYL) PROPIONIC ACID; 2,2-BIS(HYDROXYMETHYL)-PROPIONIC ACID; BIOMATERIAL; CARBON NANOTUBE; DENDRIMER; GLYCOGEN; PROPIONIC ACID DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY;

BIOCOMPATIBLE MATERIALS; DENDRIMERS; GLYCOGEN; MOLECULAR STRUCTURE; NANOTUBES, CARBON; PROPIONIC ACIDS;

EID: 49849106093     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200705363     Document Type: Article

References (38)

1. Y. Lin, S. Taylor, H. P. Li, K. A. S. Fernando, L. W. Qu, W. Wang, L. R. Gu, B. Zhou, Y. P. Sun, J. Mater. Chem. 2004, 14, 527.
2. D. Tasis, N. Tagmatarchis, A. Bianco, M. Prato, Chem. Rev. 2006, 106, 1105.
3. R. S. Kane, A. D. Stroock, Biotechnol. Prog. 2007, 23, 316.
4. A. Star, E. Tu, J. Niemann, J. C. P. Gabriel, C. S. Joiner, C. Valcke, Proc. Natl. Acad. Sci. USA 2006, 103, 921.
5. S. S. Wong, E. Joselevich, A. T. Woolley, C. L. Cheung, C. M. Lieber, Nature 1998, 394, 52.
6. K. Kostarelos, L. Lacerda, G. Pastorin, W. Wu, S. Wieckowski, J. Luangsivilay, S. Godefroy, D. Pantarotto, J. P. Briand, S. Muller, M. Prato, A. Bianco, Nat. Nanotechnol. 2007, 2, 108.
7. N. W. Shi Kam, M. O'Connell, J. A. Wisdom, H. J. Dai, Proc. Natl. Acad. Sci. USA 2005, 102, 11600.
8. Z. Liu, W. B. Cai, L. N. He, N. Nakayama, K. Chen, X. M. Sun, X. Y. Chen, H. J. Dai, Nat. Nanotechnol. 2007, 2, 47.
9. V. L. Colvin, Nat. Biotechnol. 2003, 21, 1166.
10. D. X. Cui, F. R. Tian, C. S. Ozkan, M. Wang, H. J. Gao, Toxicol. Lett. 2005, 155, 73.
11. G. Jia, H. F. Wang, L. Yan, X. Wang, R. J. Pei, T. Yan, Y. L. Zhao, X. B. Guo, Environ. Sci. Technol. 2005, 39, 1378.
12. A. Magrez, S. Kasas, V. Salicio, N. Pasquier, J. W. Seo, M. Celio, S. Catsicas, B. Schwaller, L. Forro, Nano Lett. 2006, 6, 1121.
13. M. S. Arnold, M. O. Guler, M. C. Hersam, S. I. Stupp, Langmuir 2005, 21, 4705.
14. C. M. Sayes, F. Liang, J. L. Hudson, J. Mendez, W. H. Guo, J. M. Beach, V. C. Moore, C. D. Doyle, J. L. West, W. E. Billups, K. D. Ausman, V. L. Colvin, Toxicol. Lett. 2006, 161, 135.
15. H. Dumortier, S. Lacotte, G. Pastorin, R. Marega, W. Wu, D. Bonifazi, J. P. Briand, M. Prato, S. Muller, A. Bianco, Nano Lett. 2006, 6, 1522.
16. X. Chen, G. S. Lee, A. Zettl, C. R. Bertozzi, Angew. Chem. 2004, 116, 6237;
17. Angew. Chem. Int. Ed. 2004, 43, 6111.
18. X. Chen, U. C. Tam, J. L. Czlapinski, G. S. Lee, D. Rabuka, A. Zettl, C. R. Bertozzi, J. Am. Chem. Soc. 2006, 128, 6292.
19. D. Rabuka, R. Parthasarathy, G. S. Lee, X. Chen, J. T. Groves, C. R. Bertozzi, J. Am. Chem. Soc. 2007, 129, 5462.
20. C. C. Lee, J. A. MacKay, J. M. J. Frechet, F. C. Szoka, Nat. Biotechnol. 2005, 23, 1517.
21. Y. Kim, S. C. Zimmerman, Curr. Opin. Chem. Biol. 1998, 2, 733.
22. S. Svenson, D. A. Tomalia, Adv. Drug Delivery Rev. 2005, 57, 2106.
23. S. Campidelli, C. Sooambar, E. L. Diz, C. Ehli, D. M. Guldi, M. Prato, J. Am. Chem. Soc. 2006, 128, 12544.
24. Y. P. Sun, W. J. Huang, Y. Lin, K. F. Fu, A. Kitaygorodskiy, L. A. Riddle, Y. J. Yu, D. L. Carroll, Chem. Mater. 2001, 13, 2864.
25. M. Holzinger, J. Abraha, P. Whelan, R. Graupner, L. Ley, F. Hennrich, M. Kappes, A. Hirsch, J. Am. Chem. Soc. 2003, 125, 8566.
26. P. Wu, M. Malkoch, J. N. Hunt, R. Vestberg, E. Kaltgrad, M. G. Finn, V. V. Fokin, K. B. Sharpless, C. J. Hawker, Chem. Commun. 2005, 5775.
27. W. B. Turnbull, J. F. Stoddart, Rev. Mol. Biotechnol. 2002, 90, 231.
28. M. J. Cloninger, Curr. Opin. Chem. Biol. 2002, 6, 742.
29. H. C. Kolb, M. G. Finn, K. B. Sharpless, Angew. Chem. 2001, 113, 2056;
30. Angew. Chem. Int. Ed. 2001, 40, 2004.
31. J.-F. Lutz, Angew. Chem. 2007, 119, 1036;
32. Angew. Chem. Int. Ed. 2007, 46, 1018.
33. P. Wu, A. K. Feldman, A. K. Nugent, C. J. Hawker, A. Scheel, B. Voit, J. Pyun, J. M. J. Frechet, K. B. Sharpless, V. V. Fokin, Angew. Chem. 2004, 116, 4018;
34. Angew. Chem. Int. Ed. 2004, 43, 3928.
35. C. J. Hawker, K. L. Wooley, Science 2005, 309, 1200.
36. F. Fazio, M. C. Bryan, O. Blixt, J. C. Paulson, C. H. Wong, J. Am. Chem. Soc. 2002, 124, 14397.
37. Glycodendrimer nomenclature: Man = α-D-mannopyranoside, Gal = β-D-galactopyranoside, Lac = 1,4-(β-D- galactopyranosyl)-β-D-glucopyranoside; [G-2] denotes generation 2 and [G-3] denotes generation 3. [G-2] Man, [G-2] Gal, [G-2] Lac, [G-3] Man, [G-3] Gal, and [G-3] Lac denote the corresponding glycodendrimers.
38. G. N. Reeke, J. W. Becker, G. M. Edelman, J. Biol. Chem. 1975, 250, 1525.