Mono-, di-, or triazidated cyclodextrin-based polyrotaxanes for facile and efficient functionalization via click chemistry

Macromolecular Rapid Communications

Volumn 32, Issue 3, 2011, Pages 326-331

  Hyun, Hoon ^a   Yui, Nobuhiko ^b  

^a JAPAN ADVANCED INSTITUTE OF SCIENCE AND TECHNOLOGY   (Japan)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

Author keywords

azidated polyrotaxanes; click chemistry; propargyl mannoses

Indexed keywords

BIOLOGICAL APPLICATIONS; CLICK CHEMISTRY; FTIR SPECTROSCOPY; FUNCTIONALIZATIONS; FUNCTIONALIZED; NMR-SPECTROSCOPY; ONE-POT SYNTHESIS; POLYROTAXANES; PROPARGYL;

CYCLODEXTRINS; FOURIER TRANSFORM INFRARED SPECTROSCOPY; SILANES;

LIGANDS;

CYCLODEXTRIN; LIGAND; POLYMER; ROTAXANE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CLICK CHEMISTRY; EVALUATION; METHODOLOGY; MOLECULAR WEIGHT; SYNTHESIS;

CLICK CHEMISTRY; CYCLODEXTRINS; LIGANDS; MOLECULAR STRUCTURE; MOLECULAR WEIGHT; POLYMERS; ROTAXANES;

EID: 79251485653     PISSN: 10221336     EISSN: 15213927     Source Type: Journal    
DOI: 10.1002/marc.201000631     Document Type: Article

References (41)

1. P. N. Taylor, M. J. O'Connell, L. A. McNeill, M. J. Hall, R. T. Aplin, H. L. Anderson, Angew. Chem., Int. Ed. 2000, 39, 3456
2. T. Oku, Y. Furusho, T. Takata, Angew. Chem., Int. Ed. 2004, 43, 966.
3. N. Yui, T. Ooya, T. Kumeno, Bioconjugate Chem. 1998, 9, 118
4. M. Tamura, D. Gao, A. Ueno, Chem. Eur. J. 2001, 7, 1390
5. C.-A. Fustin, C. Bailly, G. J. Clarkson, P. De Groote, T. H. Galow, D. A. Leigh, D. Robertson, A. M. Z. Slawin, J. K. Y. Wong, J. Am. Chem. Soc. 2003, 125, 2200
6. A. Nelson, J. M. Belitsky, S. Vidal, C. S. Joiner, L. G. Baum, J. F. Stoddart, J. Am. Chem. Soc. 2004, 126 (1), 1914.
7. H. Hirose, H. Sano, G. Mizutani, M. Eguchi, T. Ooya, N. Yui, Langmuir 2004, 20, 2852
8. N. Yui, T. Ooya, T. Kawashima, Y. Saito, I. Tamai, Y. Sai, A. Tsuji, Bioconjugate Chem. 2002, 13, 582
9. T. Ooya, H. Utsunomiya, M. Eguchi, N. Yui, Bioconjugate Chem. 2005, 16, 62.
10. T. Ooya, N. Yui, J. Biomater. Sci., Polym. Ed. 1997, 8, 437.
11. T. Ooya, M. Eguchi, N. Yui, Biomacromolecules 2001, 2, 200.
12. T. Ooya, M. Eguchi, A. Ozaki, N. Yui, Int. J. Pharm. 2002, 242, 47.
13. H. D. Park, W. K. Lee, T. Ooya, K. D. Park, Y. H. Kim, N. Yui, J. Biomed. Mater. Res. 2002, 60, 186.
14. T. Ooya, A. Yamashita, M. Kurisawa, Y. Sugaya, A. Maruyama, N. Yui, Sci. Technol. Adv. Mater. 2004, 5, 363.
15. T. Ooya, H. S. Choi, A. Yamashita, N. Yui, Y. Sugaya, A. Kano, A. Maruyama, H. Akita, R. Ito, K. Kogure, H. Harashima, J. Am. Chem. Soc. 2006, 128, 3852.
16. T. Ooya, M. Akutsu, Y. Kumashiro, N. Yui, Sci. Technol. Adv. Mater. 2005, 6, 447.
17. T. Ooya, M. Eguchi, N. Yui, J. Am. Chem. Soc. 2003, 125, 13016
18. T. Ooya, N. Yui, J. Controlled Release 2002, 80, 219
19. M. Eguchi, T. Ooya, N. Yui, J. Controlled Release 2004, 96, 301.
20. M. Mammen, S. K. Choi, G. M. Whitesides, Angew. Chem., Int. Ed. 1998, 37, 2754.
21. C. W. Cairo, J. E. Gestwicki, M. Kanai, L. L. Kiessling, J. Am. Chem. Soc. 2002, 124, 1615
22. E. M. Munoz, J. Correa, E. Fernandez-Megia, R. Riguera, J. Am. Chem. Soc. 2009, 131, 17765
23. W. B. Turnbull, S. A. Kalovidouris, J. F. Stoddart, Chem. Eur. J. 2002, 8, 2988
24. T. Hasegawa, M. Numata, S. Okumura, T. Kimura, K. Sakurai, S. Shinkai, Org. Biomol. Chem. 2007, 5, 2404.
25. H. C. Kolb, M. G. Finn, K. B. Sharpless, Angew. Chem., Int. Ed. 2001, 40, 2004
26. V. V. Rostovtsev, L. G. Green, V. V. Fokin, K. B. Sharpless, Angew. Chem. Int. Ed. 2002, 41, 2596.
27. J. Wu, C. Gao, Macromol. Chem. Phys. 2009, 210, 1697
28. J. Wu, H. He, C. Gao, Macromolecules 2010, 43, 2252
29. J. Wu, C. Gao, Macromolecules 2010, 43, 7139.
30. S. Hanessian, A. Benali, C. Laferriere, J. Org. Chem. 1995, 60, 4786.
31. A. Harada, J. Li, M. Kamachi, J. Am. Chem. Soc. 1994, 116, 3192.
32. M. Kunishima, C. Kawachi, F. Iwasaki, K. Terao, S. Tani, Tetrahedron Lett. 1999, 40, 5327
33. M. Kunishima, C. Kawachi, J. Morita, K. Terao, F. Iwasaki, S. Tani, Tetrahedron 1999, 55, 13159.
34. E. Fernandez-Megia, J. Correa, I. Rodriguez-Meizoso, R. Riguera, Macromolecules 2006, 39, 2113.
35. K. Nakazono, T. Takashima, T. Arai, Y. Koyama, T. Takata, Macromolecules 2010, 43, 691
36. A. Nelson, J. F. Stoddart, Org. Lett. 2003, 5, 3783.
37. A. Harada, M. Okada, Y. Kawaguchi, Chem. Lett. 2005, 34, 542
38. R. Liu, T. Maeda, N. Kihara, A. Harada, T. Takata, J. Polym. Sci., Part A: Polym. Chem. 2007, 45, 1571.
39. A. Harada, J. Li, T. Nakamitsu, M. Kamachi, J. Org. Chem. 1993, 58, 7524
40. T. Zhao, H. W. Beckham, Macromolecules 2003, 36, 9859
41. T. Arai, M. Hayashi, N. Takagi, T. Takata, Macromolecules 2009, 42, 1881.