The anomeric equilibrium in D-xylose: Free energy and the role of solvent structuring

Journal of the American Chemical Society

Volumn 118, Issue 3, 1996, Pages 541-546

  Schmidt, R K ^a   Karplus, M ^b   Brady, J W ^a  

^a Department of Population Medicine and Diagnostic Sciences   (United States)

^b HARVARD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000503646     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja951066a     Document Type: Article

References (43)

1. Shallenberger, R. S. Advanced Sugar Chemistry; AVI Publishing Co.: Westport, CT, 1982.
2. Stoddart, J. F. Stereochemistry of Carbohydrates: Wiley-Interscience: New York, 1971.
3. Edward, J. T. Chem. Ind. (London) 1955, 1102.
4. Lemieux, R. U.; Chu, P. Abstracts of Papers. 133rd National Meeting of the American Chemical Society, San Francisco, CA, American Chemical Society: Washington, DC, 1958.
5. Jeffrey, G. A. In Anomeric Effect: Origin and Consequences: Horton, D., Ed.; ACS Symposium Series 87; American Chemical Society: Washington, DC, 1979.
6. Franks, F. Pure Appl. Chem. 1987, 59, 1189.
7. Maddox, J. Nature 1993, 364, 669.
8. Polavarapu, P. L.; Ewig, C. S. J. Comput. Chem. 1992, 13, 1255-1261.
9. Jeffrey, G. A.; Pople, J. A.; Binkley, J. S.; Vishveshwara, S. J. Am. Chem. Soc. 1978, 100, 373-379.
10. Wiberg, K. B., Murcko, M. A. J. Am. Chem. Soc. 1989, 111, 4821-4828.
11. Wiberg, K. B.; Marquez, M. J. Am. Chem. Soc. 1994, 116, 2197-2198.
12. Brady, J. W. J. Am. Chem. Soc. 1989, 111, 5155-5165.
13. van Eijck, B. P.; Kroon-Batenburg, L. M. J.; Kroon, J J. Mol. Struct. 1990, 237, 315-325
14. Ha, S.; Gao, J., Tidor, B.; Brady, J. W.; Karplus, M. J. Am. Chem. Soc. 1991, 113, 1553-1557.
15. Glennon, T. M.; Zheng, Y.-J.; Le Grand, S. M.; Shutzberg, R. A., Merz, K. M. J. Comput. Chem. 1994, 15, 1019-1040.
16. van Eijck, B. P., Hooft, R. W. W.; Kroon, J. J. Phys. Chem. 1993, 97, 12093-12099.
17. Cramer, C. J.; Truhlar, D. G. J. Am. Chem. Soc. 1993, 115, 5745-5753.
18. Jorgensen, W. L.; Morales de Tirade, P. I.; Severance, D. L. J. Am. Chem. Soc. 1994, 116, 2199-2200.
19. Kabayama, M. A.; Patterson, D.; Piche, L. Can. J. Chem. 1958, 36, 557-562. Takahashi, K.; Ono, S. J. Biochem. (Tokyo) 1973, 73, 763-770.
20. Kabayama, M. A.; Patterson, D.; Piche, L. Can. J. Chem. 1958, 36, 557-562. Takahashi, K.; Ono, S. J. Biochem. (Tokyo) 1973, 73, 763-770.
21. Ha, S. N.; Giammona, A.; Field, M.; Brady, J. W. Carbohydr. Res. 1988, 180, 207-221.
22. Jorgensen, W. L.; Chandrasekhar, J.; Madura, J. D.; Impey, R. W.; Klein, M. L. J. Chem. Phys. 1983, 79, 926-935.
23. van Gunsteren, W. F.; Berendsen, H. J. C. Mol. Phys. 1977, 34, 1311-1327.
24. Brooks, B. R.; Bruccoleri, R. E.; Olafson, B. D.; States, D. J.; Swaminathan, S., Karplus, M. J. Comput. Chem. 1983, 4, 187-217.
25. Brooks, C. L.; Karplus, M.; Pettitt, B. M. Proteins: A Theoretical Perspective of Dynamics, Structure, and Thermodynamics: Advances in Chemical Physics, Vol. LXXI: Wiley-Interscience: New York, 1988.
26. Brunger, A. T.; Brooks, C. L.; III: Karplus, M. Proc. Natl. Acad. Sci. U.S.A. 1985, 82, 8458-8462.
27. Tidor, B.; Karplus, M. Biochemistry 1991, 30, 3217-3228.
28. Lau, F. T. K.; Karplus, M J. Mol. Biol. 1944, 236, 1049-1066.
29. Allen, M. P.; Tildesley, D. J. Computer Simulation of Liquids; Clarendon Press: Oxford. U.K., 1987: Section 6.4.1.
30. Yu, H.-A.; Karplus, M.; Pettitt, B. M. J. Am. Chem. Soc. 1991, 113, 2425-2434.
31. Roux, B.; Yu, H.-A.; Karplus, M. J. J. Phys. Chem. 1990, 94, 4683-4688.
32. Ha., S. N.; Madsen, L. J.; Brady, J. W. Biopolymers 1988, 27, 1927-1952.
33. Lee, B.; Richards, F. M. J. Mol. Biol. 1971, 55, 379-400.
34. Brady, J. W.; Schmidt, R. K. J. Phys. Chem. 1993, 97, 958-966.
35. Thanki, N., Thornton, J. M.; Goodfellow, J. M. J. Mol. Biol. 1988, 202, 637-657.
36. Teo, B.; Schmidt, R. K.; Karplus, P. A.; Brady, J. W. Manuscript in preparation.
37. Sack, J. S. J. Mol. Graphics 1988, 6, 224-225.
38. van Gunsteren, W. F.; Beutler, T. C.; Fratemali, F.; King, P. M . Mark, A. E.; Smith, P. E. In Computer Simulation of Biomolecular Systems: Theoretical and Experimental Applications; van Gunsteren, W. F., Weiner, P. K., Wilkinson, A. J., Eds.; Escom: Leiden. The Netherlands, 1993: Vol. 2.
39. Smith, P. E.; van Gunsteren, W. F. J. Phys. Chem. 1994, 98, 13735-13740.
40. Boresch, S.; Archontis, G.; Karplus, M. Proteins 1994, 20, 25-33.
41. Boresch, S.; Karplus, M. J. Mol. Biol., in press.
42. Rao, B. G.; Singh, U. C. J. Am. Chem. Soc. 1991, 113, 4381-4389.
43. Jorgensen, W. L.; Ravimohan, C. J. Chem. Phys. 1985, 83, 3050-3054.