Molecular recognition thermodynamics of bile salts by ß-cyclodextrin dimers: Factors governing the cooperative binding of cyclodextrin dimers

Journal of Physical Chemistry B

Volumn 109, Issue 9, 2005, Pages 4129-4134

  Liu, Yu ^a   Li, Li ^a   Chen, Yong ^a   Yu, Lu ^a   Fan, Zhi ^a   Ding, Fei ^a  

^a NANKAI UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

BILE SALTS; BINDING BEHAVIOR; CYCLODEXTRIN (CD); SPACER EFFECTS;

ENTHALPY; ENTROPY; PARAMETER ESTIMATION; PH EFFECTS; SALTS; STABILITY; THERMODYNAMICS; TITRATION;

DIMERS;

BETA CYCLODEXTRIN; BETA CYCLODEXTRIN DERIVATIVE;

ARTICLE; CALORIMETRY; CHEMISTRY; DIMERIZATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; THERMODYNAMICS;

BETA-CYCLODEXTRINS; CALORIMETRY; DIMERIZATION; MAGNETIC RESONANCE SPECTROSCOPY; THERMODYNAMICS;

EID: 15544378246     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp045332v     Document Type: Article

References (38)

1. Breslow, R.; Zhang, B. J. Am. Chem. Soc. 1992, 114, 5882-5883.
2. Breslow, R.; Zhang, B. J. Am. Chem. Soc. 1994, 116, 7893-7894.
3. Zhang, B.; Breslow, R. J. Am. Chem. Soc. 1997, 119, 1676-1681.
4. Breslow, R.; Halfon, S. Proc. Natl. Acad. Sci. U.S.A. 1992, 89, 6916-6918.
5. Zhang, B.; Breslow, R. J. Am. Chem. Soc. 1993, 115, 9353-9354.
6. Venema, F.; Rowan, A. E.; Nolte, R. J. M. J. Am. Chem. Soc. 1996, 118, 257-258.
7. Zhang, B.; Breslow. R. J. Am. Chem. Soc. 1996, 118, 8495-8496.
8. Venema, F.; Nelissen, H. F. M.; Berthault, P.; Birlirakis, A. E. R.; Feiters, M. C.; Nolte, R. J. M. Chem. Eur. J. 1998, 4, 2237-2250.
9. Ruebner, A.; Yang, Z.-W.; Leung, D.; Breslow, R. Proc. Natl. Acad. Sci. U.S.A. 1999, 26, 14692-14693.
10. de Jong, M. R.; Engbersen, J. F. J.; Huskens, J.; Reinhoudt, D. N. Chem. Eur. J. 2000, 6, 4034-4040.
11. Schmidtchen, F. P. Chem. Eur. J. 2002, 8, 3522-3529.
12. Bom, A.; Bradley, M.; Cameron, K.; Clark, J. K.; van Egmond, J.; Feilden, H.; MacLean, E. J.; Muir, A. W.; Palin, R.; Rees, D. C.; Zhang, M. Q. Angew. Chem., Int. Ed. 2002, 41, 265-270.
13. Rekharsky, M. V.; Inoue, Y. J. Am. Chem. Soc. 2000, 122, 4418-4435.
14. Rekharsky, M. V.; Inoue, Y. J. Am. Chem. Soc. 2002, 124, 12361-12371.
15. Cameron, K. S.; Clark, J. K.; Cooper, A.; Fielding, L.; Palin, R.; Rutherford, S. J.; Zhang, M.-Q. Org. Lett. 2002, 4, 3403-3406.
16. Zhang, X.; Gramlich, G.; Wang, X.; Nau, W. M. J. Am. Chem. Soc. 2002, 124, 254-263.
17. Rekharsky, M.; Yamamura, H.; Kawai, M.; Inoue, Y. J. Am. Chem. Soc. 2001, 123, 5360-5361.
18. Liu, Y.; Li, L.; Li, X.-Y.; Zhang, H.-Y.; Wada, T.; Inoue, Y. J. Org. Chem. 2003, 68, 3646-3657.
19. Liu, Y.; Li, L.; Zhang, H.-Y.; Yang, Y.-W.; Ding, F. Supramol. Chem. 2004, 16, 371-379.
20. Nelissen, H. F. M.; Feiters, M. C.; Nolte, R. J. M. J. Org. Chem. 2002, 67, 5901-5906.
21. Michels, J. J.; Huskens, J.; Reinhoudt, D. N. J. Am. Chem. Soc. 2002, 124, 2056-2064.
22. Liu, Y.; You, C.-C.; Li, B. Chem. Eur. J. 2001, 7, 1281-1288.
23. Kano, K.; Nishiyabu, R.; Asada, T.; Kuroda, Y. J. Am. Chem. Soc. 2002, 124, 9937-9944.
24. (a) Haskard, C. A.; Easton, C. J.; May, B. L.; Lincoln, S. F. J. Phys. Chem. 1996, 100, 14457-14461.
25. (b) Haskard, C. A.; May, B. L.; Kulucsev, T.; Lincoln, S. F.; Easton, C. J. J. Chem. Soc., Faraday Trans. 1997, 93, 279-282.
26. (a) Liu, Y.; Chen, Y.; Li, B.; Wada, T.; Inoue, Y. Chem. Eur. J. 2001, 7, 2528-2535.
27. (b) Liu, Y.; Li, B.; You, C.-C; Wada, T., Inoue, Y. J. Org. Chem. 2001, 66, 225-232.
28. (c) Liu, Y.; Li, L.; Zhang, H.-Y.; Song Y. J. Org. Chem. 2003, 68, 527-536.
29. Rekharsky, M. V.; Schwarz, F. P.; Tewari, Y. B.; Goldberg, R. N.; Tanaka, M.; Yamashoji, Y. J. Phys. Chem. 1994, 98, 4098-4103.
30. Rekharsky, M. V.; Inoue, Y. J. Am. Chem. Soc. 2002, 124, 813-826.
31. Ollila, F.; Pentikäinen, O. T.; Forss, S.; Johnson, M. S.; Slotte, J. P. Langmuir 2001, 17, 7107-7111.
32. Cabrer, P. R.; Alvarez-Parrilla, E.; Meijide, F.; Seijas, J. A.; Núñez, E. R.; Tato, J. V. Langmuir 1999, 15, 5489-5495.
33. Tan, Z. J.; Zhu, X. X.; Brown, G. R. Langmuir 1994, 10, 1034-1039.
34. Leffler, J. E.; Grunwald, E. Rates and Equilibria of Organic Reactions; John Wiley & Sons: New York, 1963.
35. Grunwald, E.; Steel, C. J. Am. Chem. Soc. 1995, 117, 5687.
36. Inoue, Y.; Liu, Y.; long, L.-H.; Shen, B.-J.; Jin, D.-S. J. Am. Chem. Soc. 1993, 115, 10637-10644.
37. Inoue, Y.; Hakushi, T.; Liu, Y.; Tong, L.-H.; Shen, B.-J.; Jin. D.-S. J. Am. Chem. Soc. 1993, 115, 475-481.
38. Rekharsky, M. V.; Inoue, Y. Chem. Rev. 1998, 98, 1875-1917.