Molecular motions of α-cyclodextrin on a dodecyl chain studied by molecular dynamics simulations

Chemical and Pharmaceutical Bulletin

Volumn 54, Issue 4, 2006, Pages 528-534

  Ishikawa, Seiji ^a   Hirota, Shun ^a,b   Neya, Saburo ^c   Funasaki, Noriaki ^a  

^a KYOTO PHARMACEUTICAL UNIVERSITY   (Japan)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

^c CHIBA UNIVERSITY   (Japan)

Author keywords

cyclodextrin; Complex; Molecular dynamics; NMR; Surfactant

Indexed keywords

ALPHA CYCLODEXTRIN; DODECYLTRIMETHYLAMMONIUM BROMIDE; HYDROXYL GROUP; PROTON; SURFACTANT; TRIMETHYLAMMONIUM SALT DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CONFORMATION; CONFORMATIONAL TRANSITION; MOLECULAR DYNAMICS; MOLECULAR INTERACTION; MOLECULAR MECHANICS; MOLECULAR MODEL; MOTION ANALYSIS SYSTEM; NUCLEAR MAGNETIC RESONANCE; SIMULATION; STRUCTURE ANALYSIS;

ALPHA-CYCLODEXTRINS; COMPUTER SIMULATION; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR CONFORMATION; QUATERNARY AMMONIUM COMPOUNDS; SURFACE-ACTIVE AGENTS;

EID: 33645551760     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.54.528     Document Type: Article

References (37)

1. Saenger W., Angew. Chem. Int. Ed., 19, 344-362 (1980).
2. Szejtli J., "Cyclodextrin Technology," Chap. 2 and 3, Kluwer Academic Publishers, Dordrecht, The Netherlands, 1988.
3. Fenyvesi É., Szente L., Russell N. R., McNamara M., "Cyclodextrins," Chap. 10, ed. by Szejtli J., Osa T., Pergamon, London, 1996.
4. Harata K., Chem. Rev., 98, 1803-1827 (1998).
5. Saenger W., Jacob J., Gesseler K., Steiner T., Hoffmann D., Sanbe H., Koizumi K., Smith S., Takaha T., Chem. Rev., 98, 1787-1802 (1998).
6. Schneider H.-J., Hacket F., Rüdiger V., Ikeda H., Chem. Rev., 98, 1755-1875 (1998).
7. Sherrod M. J., "Spectroscopic and Computational Studies of Supramolecular Systems," Chap. 7, ed. by Davies J. E. D., Kluwer Academic Publishers, Dordrecht, The Netherlands, 1992.
8. Lipkowitz K. B., Chem. Rev., 98, 1829-1873 (1998).
9. Wan Yunus W. M. Z., Taylor J., Bloor D. M., Hall D. G., Wyn-Jones E., J. Phys. Chem., 96, 8979-8982 (1992).
10. Funasaki N., Neya S., Langmuir, 16, 5343-5346 (2000).
11. Funasaki N., Yodo H., Hada S., Neya S., Bull. Chem. Soc. Jpn., 65, 1323-1330 (1992).
12. Funasaki N., Ohigashi M., Hada S., Neya S., Langmuir, 16, 383-388 (2000).
13. Wilson L. D., Verrall R. E., Can. J. Chem., 76, 25-34 (1998).
14. Ishikawa S., Neya S., Funasaki N., J. Phys. Chem., B, 102, 2502-2510 (1998).
15. Avram L., Cohen Y., J. Org. Chem., 67, 2639-2644 (2002).
16. Funasaki N., Ishikawa S., Neya S., J. Phys. Chem., B, 107, 10094-10099 (2003).
17. 18) This difference in the ROE data employed little affected the NMR structure.
18. Claridge T. D. W., "High-Resolution NMR Techniques in Organic Chemistry," Chap. 8, Pergamon, London, 1999.
19. Rontoyianni A., Mavridis I. M., Acta Crystallogr., C, 52, 2277-2281 (1996).
20. Rontoyianni A., Mavridis I. M., Supramolec. Chem., 10, 213-218 (1999).
21. Gonźalez-Gaitano G., Crespo A., Compostizo A., Tardajos G., J. Phys. Chem., B, 101, 4413-4421 (1997).
22. Ishikawa S., Hada S., Neya S., Funasaki N., J. Phys. Chem., B, 103, 1208-1215 (1999).
23. Funasaki N., Ishikawa S., Neya S., Langmuir, 18, 1786-1790 (2002).
24. Funasaki N., Ishikawa S., Neya S., J. Phys. Chem., B, 106, 6431-6436 (2002).
25. Haile J. M., "Molecular Dynamics Simulation," Chap. 2 and 6, John Wiley, New York, 1992.
26. Kessler H., Seip S., "Two-dimensional NMR Spectroscopy," 2nd ed., Chap. 5, ed. by Croasmun W. R., Carlson R. M. K., Wiley-VCH, New York, 1994.
27. Neuhaus D., Williamson M. P., "The Nuclear Overhauser Effect in Structural and Conformational Analysis," 2nd ed., Chap. 9 and 12, Wiley-VCH, New York, 2000.
28. Saenger W., Noltemeyer M., Manor P. C., Hingerty B., Klar B., Bioorg. Chem., 5, 187-195 (1976).
29. Shigekawa H., Miyake K., Sumaoka J., Harada A., Komiyama M., J. Am. Chem. Soc., 122, 5411-5412 (2000).
30. Harada A., Acc. Chem. Res., 34, 456-464 (2001).
31. Nepogodiev S., Stoddart J. F., Chem. Rev., 98, 1959-1976 (1998).
32. Pozuelo J., Mendicuti F., Mattice W. L., Macromolecules, 30, 3685-3690 (1997).
33. Grabuleda X., Ivanov P., Jaime C., J. Phys. Chem., B, 107, 7582-7588 (2003).
34. Neya S., Funasaki N., Nakamura M., Biochim. Biophys. Acta, 1117, 243-250 (1992).
35. Harata K., Bull. Chem. Soc. Jpn., 50, 1259-1266 (1977).
36. Funasaki N., Yamaguchi H., Ishikawa S., Neya S., J. Phys. Chem., B, 105, 760-765 (2001).
37. Douhal A., Chem. Rev., 104, 1955-1976 (2004).