Electrochemically controllable reversible formation of cucurbit[8]uril- stabilized charge-transfer complex on surface

Supramolecular Chemistry

Volumn 20, Issue 1-2, 2008, Pages 149-155

  Kang, Jin Koo ^a   Hwang, Ilha ^a   Ko, Young Ho ^a   Jeon, Woo Sung ^a   Kim, Hee Joon ^a,b   Kim, Kimoon ^a  

^a Pohang University of Science and Technology (POSTECH)   (South Korea)

^b Kumoh National Institute of Technology   (South Korea)

Author keywords

Charge transfer complex; Cucurbituril; Cyclic voltammetry; Host guest chemistry; Self assembled monolayer

Indexed keywords

EID: 40549108619     PISSN: 10610278     EISSN: 10290478     Source Type: Journal    
DOI: 10.1080/10610270701742587     Document Type: Conference Paper

References (48)

1. Cragg, G. M.; Newman, D. J.; Snader, K. M. J. J. Nat. Prod. 1997, 60, 52.
2. Thomas, Jr., G., et al., Nucl. Acids Res. 2000, 28, 3379.
3. Miller, A. D. Angew. Chem. 2002, 220, 1862, Reviews (liposomes);
4. Stiriba, S.E.; Frey, H.; Haag, R. Angew. Chem. 2002, 114, 1385 (dendrimers);
5. Kakizawa, Y.; Kataoka, K. Adv. Drug Deliv. Rev. 2002, 54, 203 (polymers).
6. Ho, H. -A.; Béra-Abérem, M.; Leclerc, M. Chem. Eur. J. 2005, 22, 1718.
7. Tse, W. C.; Boger, D. L. Chem. Biol. 2004, 22, 1607.
8. Wilson, W. D. In Comprehensive Natural Products Chemistry; Nakanishi, K., Barton, D., Eds.; Elsevier: New York, 1999;, For a review on DNA intercalators, see: pp 427.
9. Dervan, P. B. Bioorg. Med. Chem. 2001, 9, 2215,
10. Neidle, S. Nat. Prod. Rep. 2001, 18, 291.
11. Johnson, D. S.; Boger, D. L. In Comprehensive Supramolecular Chemistry; Murakami, Y., Ed.; Elsevier: Oxford, 1996; For DNA binding agents, see: pp 73.
12. Sundquist, W. I.; Lippard, S. J. Coord. Chem. Rev. 1990, 200, 293,
13. Reviews Lawley, P.D.; Philipps, D.H. Mutat. Res. 1996, 355, 13.
14. Klug, A.; Rhodes, D. Trends Biochem. Sci. 1998, 22, 465,
15. ElrodErickson, M., Benson, T.E., Pabo, CO. Structure 1998, 6, 451.
16. Landschultz, W. H.; Johnson, P. F.; McKnight, S. L. Science 1998, 240, 1759,
17. Fujii, Y., Toda, T., Yanagida, M., Hakoshima, T. Nat. Struct. Biol. 2000, 7, 889.
18. Hannon, M. Angew. Chem. Int. Ed. 2002, 99, 5069,
19. Proc. Natl. Acad. Sci. 2002, 99, 5069.
20. Oleksi, A.; Blanco, A. G.; Boer, R.; Usón, I.; Aymamí, J.; Rodger, A.; Hannon, M. J.; Coll, M. Angew. Chem. Int. Ed. 2006, 45, 1227.
21. Shinkai, S.; Ikeda, A. Pure Appl. Chem. 1999, 72, 275,
22. 70 sensors:Haino, T.; Araki, H.; Fujiwara, Y.; Tanimoto, Y.; Fukazawa, Y. Chem. Commun. 2002, 2148.
23. Zadmard, R.; Schrader, T. Angew. Chem. Int. Ed. 2006, 45, 2703.
24. Ungaro, R.; Casnati, A. J. Am. Chem. Soc. 2006, 22, 14529.
25. Sundquist, W. I.; Lippard, S. J. Coord. Chem. Rev. 1999, 200, 293,
26. Lawley, P.D.; Philipps, D.H. Mutat. Res. 1996, 355, 13.
27. Review: Wilson, WD. DNA Intercalators. In Comprelwnsive Natural Products Chemistry: Nakanishi, K., Barton, D., Eds.; Elsevier: New York, 1999, pp. 427.
28. RNA's minor groove is much shallower, but has the same diameter as its major groove.
29. Davis, A. M.; Teague, S. J. Angew. Chem. Int. Ed. 1999, 38, 737,
30. Sabatino, G.; Mulinacci, B.; Alcaro, M.C.; Chelli, M.; Rovero, P.; Papini, A.M. Lett. Pept. Sci. 2002, 9, 119;
31. Marder, O.; Shvo, Y.; Albericio, F.; Chim. Oggi-Chem. Today, 2002, 20, 37.
32. Schneider, H. J.; Kramer, R.; Simova, S.; Schneider, U. J. Am. Chem. Soc. 1988, 220, 6442,
33. Wilcox, CS. In Frontiers in Supramolecular Chemistry: Schneider, H.J.; Verlag Chemie: Weinheim, 1991, p. 123.
34. Job, P. Ann. Chim. 1928, 9, 113,
35. Blanda, M.T.; Horner, J.H.; Newcomb, M.J. Org. Chem. 1989, 54, 4626.
36. Edwards, K. J.; Jenkins, T. C.; Neidle, S. Biochemistry 1992, 32, 7104,
37. This is also exemplified by the non-intercalative binding mode of pentamidine and related drugs, which are drawn deeply into DNA's minor groove: (a)(b) Brown, D.G.; Sanderson, M.R.; Garman, E.; Neidle, S.J. Mol. Biol. 1992, 226, 481-490;
38. (c) Laughton, C.A.; Tanious, F.; Nunn, C.M.; Boykin, D.W.; Wildon, W.D.; Neidle, S. Biochemistry 1996, 35, 5655.
39. Hou, M. H.; Lin, S. -B.; Yuann, J. -M. P.; Lin, W. -C.; Wang, A. H. -J.; Kan, L. -S. Nucleic Acids Res. 2001, 29, 5121.
40. Morgan, A. R.; Lee, J. S. Nucleic Acids Res. 1979, 7, 547,
41. Shim, Y.-H., Arimondo, P.B., Laigle, A., Garbesi, A., Lavielle, S. Org. Biomol. Chem. 2004, 2, 915.
42. Joester, D.; Losson, M.; Pugin, R.; Heinzelmann, H.; Walter, E.; Merkle, H. P.; Diederich, F. Angew. Chem. 2003, 225, 1524,
43. Kostiainen, M.A., Hardy, J.G., Smith, D.K. Angew. Chem. 2005, 127, 2612.
44. Tari, L. W.; Secco, A. S. Nucleic Acids Res. 1995, 23, 2065.
45. Ivanov, V. I.; Minchenkova, L. E.; Minyat, E. E.; Frank-Kamenetskii, M. D.; Scholkina, A. K. J. Mol. Biol. 1974, 87, 817,
46. Minyat, E.E., Ivanov, V.I., Kritzyn, A.M., Minchenkova, L.E., Scholkina, A.K. J. Mol. Biol. 1978, 128, 397.
47. Beabealashivily, R. S.; Ivanov, V. I.; Savotchkina, L. E.; Biochim. Biophys. Acta, 259, 35
48. (b) Frederick, C. A.; Grable, J.; Melia, M.; Samudzi, C.; Jen-Jacobson, L.; Wang, B.-C.; Greene, P.; Boyer, H.W; Rosenberg, J.M. Nature 1984, 309, 327.