Conformational flexibility of carbohydrates: A folded conformer at the ∅ dihedral angle of a glycosidic linkage

Journal of the American Chemical Society

Volumn 119, Issue 37, 1997, Pages 8695-8698

  Landersjö, Clas ^a   Stenutz, Roland ^a   Widmalm, Göran ^a  

^a STOCKHOLM UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

TRISACCHARIDE;

ARTICLE; CARBOHYDRATE ANALYSIS; CARBOHYDRATE SYNTHESIS; CONFORMATION; FOURIER TRANSFORMATION; MOLECULAR DYNAMICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEAR OVERHAUSER EFFECT; STATISTICS;

EID: 0030987479     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja970473e     Document Type: Article

References (32)

1. Thøgersen, H.; Lemieux, R. U.; Bock, K.; Meyer, B. Can. J. Chem. 1982, 60, 44.
2. Dabrowski, J.; Kozár, T.; Grosskurth, H.; Nifant'ev, N. E. J. Am. Chem. Soc. 1995, 117, 5534.
3. Hardy, B. J.; Gutierrez, A.; Lesiak, K.; Seidl, E.; Widmalm, G. J. Phys. Chem. 1996, 100, 9187.
4. Espinosa, J.-F.; Cañada, J. F.; Asiensio, J. L.; Martín-Pastor, M.; Dietrich, H.; Martín-Lomas, M.; Schmidt, R. R.; Jiménez-Barbero, J. J. Am. Chem. Soc. 1996, 118, 10862.
5. The Anomeric effect and associated stereoelectronic effects; Thatcher, G. R. J., Ed.; American Chemical Society: Washington, DC, 1993.
6. Adeyeye, A.; Jansson, P.-E.; Kenne, L.; Widmalm, G. J. Chem. Soc., Perkin. Trans. 2 1991, 963.
7. del Rio-Portilla, F.; Blechta, V.; Freeman, R. Magn. Reson. Chem. 1994, 32, 134.
8. Nishida, T.; Widmalm, G.; Sándor, P. Magn. Reson. Chem. 1995, 33, 596.
9. Nishida, T.; Widmalm, G.; Sándor, P. Magn. Reson. Chem. 1996, 34, 377.
10. McIntyre, L.; Freeman, R. J. Magn. Reson. 1992, 96, 425.
11. del Rio-Portilla, F.; Blechta, V.; Freeman, R. J. Magn. Reson. 1994, A111, 132.
12. Kessler, H.; Oschkinat, H; Griesinger, C. J. Magn. Reson. 1986, 70, 106.
13. Stott, K.: Stonehouse, J.; Keeler, J.; Hwang, T.-L.; Shaka, A. J. J. Am. Chem. Soc. 1995, 117, 4199.
14. Van, Q. N.; Shaka, A. J. J. Magn. Reson. 1996, A119, 295.
15. Hwang, T.-L.; Shaka, A. J. J. Am. Chem. Soc. 1992, 114, 3157.
16. Hwang, T.-L.; Kadkhodaei, M.; Mohebbi, A.; Shaka, A. J. Magn. Reson. Chem. 1992, 30, S24.
17. Hwang, T.-L.; Shaka, A. J. J. Magn. Reson. 1993, B102, 155.
18. Neuhaus, D.; Williamson, M. P. The nuclear Overhauser effect in structural and conformational analysis; VCH Publishers: New York, 1989.
19. Kupce, E.; Boyd, J.; Campbell, I. D. J. Magn. Reson. 1995, 106B, 300.
20. Pastor, R. W. In The Molecular Dynamics of Liquid Crystals; Luckhurst, G. R., Veracini, C. A., Eds.; Kluwer Academic Publishers: Dordrecht, The Netherlands, 1994; pp 85-138.
21. Hardy, B. J.; Egan, W.; Widmalm, G. Int. J. Biol. Macromol. 1995, 17, 149.
22. Mulloy, B.; Frenkiel, T. A.; Davies, D. B. Carbohydr. Res. 1988, 184, 39.
23. Kjellberg, A.; Rundlöf, T.; Damberg, C.; Nishida, T.; Widmalm, G. Manuscript in preparation.
24. Lemieux, R. U.; Bock, K. Jpn. J. Antibiot. 1979, 32, S163.
25. Angyal, S. J.; Christofides, J. C. J. Chem. Soc., Perkin. Trans. 2 1996, 1485.
26. Craig, B. N.; Janssen, M. U.; Wickersham, B. M.; Rabb, D. M.; Chang, P. S.; O'Leary, D. J. J. Org. Chem. 1996, 61, 9610.
27. Fraser, R. R.; Kaufman, M.; Morand, P.; Govil, G. Can. J. Chem. 1969, 47, 403.
28. Kessler, H. Angew. Chem., Int. Ed. Engl. 1982, 21, 512.
29. Poppe, L; van Halbeek, H. Nat. Struct. Biol. 1994, 1, 215.
30. Thomas, P. D.; Basus, V. L.; James, T. L. Proc. Natl. Acad. Sci. U.S.A. 1991, 88, 1237.
31. Dabrowski, J.; Poppe, L. J. Am. Chem. Soc. 1989, 111, 1510.
32. Sheng, S.; van Halbeek, H. Biochem. Biophys. Res. Commun. 1995, 215, 504.