Ab initio conformational maps for disaccharides in gas phase and aqueous solution

Carbohydrate Research

Volumn 339, Issue 1, 2004, Pages 113-122

  Da Silva, Clarissa O ^a   Nascimento, Marco A C ^b  

^a Depto de Quim Da Universidade   (Brazil)

^b FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

Author keywords

Ab initio conformational map; Conformational map; Disaccharide structure; Lactose; Lactose conformers

Indexed keywords

CONFORMATIONS; POTENTIAL ENERGY; SOLUTIONS;

CONFOMERS; HETERONUCLEAR SPIN COUPLING CONSTANTS; SOLVATION;

SUGARS;

DISACCHARIDE; LACTOSE;

AB INITIO CALCULATION; AQUEOUS SOLUTION; ARTICLE; CONFORMATION; GAS; PHASE TRANSITION; PREDICTION; PRIORITY JOURNAL; SOLVATION;

EID: 84962345530     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carres.2003.09.037     Document Type: Article

References (49)

1. Berg J.M., Tymoczko J.L., Stryer L. Biochemistry. 2002;W.H. Freeman, New York.
2. Voet D., Voet J.G. Biochemistry. 1995;John Wiley & Sons, New York.
3. Melberg S., Rasmussen K. Carbohydr. Res. 69:1979;27-38.
4. Tvaroška I. Biopolymers. 21:1982;1887-1897.
5. Tvaroška I. Biopolymers. 23:1984;1951-1960.
6. French A.D. Carbohydr. Res. 188:1989;206-211.
7. Elgensen S.B., Pérez S., Braccini I., du Penhoat C.H. J. Comput. Chem. 16:1995;1096-1119.
8. Asensio J.L., Martín-Pastor M., Jiménez-Barbero J. J. Mol. Struct. (Theochem). 395-396:1997;245-270.
9. Casset F., Imberty A., du Penhoat C.H., Koca J., Pérez S. J. Mol. Struct. (Theochem). 395-396:1997;211-224.
10. Elgensen S.B., Rasmussen K. J. Carbohydr. Chem. 16:1997;773-788.
11. Naidoo K.J., Brady J.W. J. Am. Chem. Soc. 121:1999;2244-2252.
12. Stortz C.A. Carbohydr. Res. 322:1999;77-86.
13. French A.D., Kelterer A.-M., Johnson G.P., Dowd M.K., Cramer C.J. J. Mol. Graphics Mod. 18:2000;95-107.
14. Glennon T.M., Zheng Y.-J., le Grand S.M., Shutzberg B.A., Merz K.-M. Jr. J. Comput. Chem. 15:1994;1019-1040.
15. Woods R.J., Dwek R.A., Edge C.J., Fraser-Reid B. J. Phys. Chem. 99:1995;3832-3846.
16. Senderowitz H., Still W.C. J. Org. Chem. 62:1997;1427-1438.
17. Durier V., Tristram F., Vergoten G. J. Mol. Struc. (Theochem). 395-396:1997;81-90.
18. Glennon T.M., Merz K.-M. Jr. J. Mol. Struct. (Theochem). 395-396:1997;157-171.
19. Pérez S., Imberty A., Elgensen S.B., Gruza J., Mazeau K., Jiménez-Barbero J., Poveda A., Espinosa J.-F., van Eyck B.P., Johnson G., French A.D., Kouwijzer M.L.C.E., Grootenius P.D.J., Bernardi A., Raimondi L., Senderowitz H., Durier V., Vergoten G., Rasmussen K. Carbohydr. Res. 314:1998;141-155.
20. Spieser S.A.H., van Kuik J.A., Kroon-Batenburg L.M.J., Kroon J. Carbohydr. Res. 322:1999;264-273.
21. Momany F.A., Willet J.L. J. Comput. Chem. 21:2000;1204-1219.
22. French A.D., Kelterer A.-M., Johnson G.P., Dowd M.K., Cramer C.J. J. Comput. Chem. 22:2001;65-78.
23. French A.D., Kelterer A.-M., Cramer C.J., Johnson G.P., Dowd M.K. Carbohydr. Res. 326:2000;305-322.
24. French A.D., Johnson G.P., Kelterer A.-M., Dowd M.K., Cramer C.J. J. Phys. Chem. A. 106:2002;4988-4997.
25. Rao V.S.R., Qasba P.K., Baslaji P.V., Chandrasekaran R. Conformation of Carbohydrates. 1998;Hardwood Academic, Amsterdam.
26. Woods R.J. Lipkowitz K.B., Boyd D.B. Reviews in Computational Chemistry. Vol. 9:1996;129-165 VCH, New York.
27. Woods R.J. Glycoconjugate J. 15:1998;209-216.
28. Woods R.J. Schleyer P.v.R, Allinger N.L., Clarck T., Gasteiger J., Kollman P.A., Schaefer H.F. III, Schreiner P.R. Encyclopedia of Computational Chemistry: Carbohydrate Force Fields. Vol. 1:1998;220-232 John Wiley & Sons, Chichester.
29. Umeyama H., Morokuma K. J. Am. Chem. Soc. 99:1977;1316-1332.
30. Lii J.-H., Ma B., Allinger N.A. J. Comput. Chem. 20:1999;1593-1603.
31. Csonka G.I., Elias K., Csizmadia I.G. Chem. Phys. Lett. 257:1996;49-60.
32. Miertus S., Scrocco E., Tomasi J. Chem. Phys. 55:1981;117-129.
33. Cammi R., Tomasi J. J. Comput. Chem. 16:1995;1449-1458.
34. Mennucci B., Cancès E., Tomasi J. J. Chem. Phys. 107:1997;3032-3041.
35. Mennucci B., Cancès E., Tomasi J. J. Phys. Chem. B. 101:1997;10506-10517.
36. (a) da Silva C.O., Mennucci B., Vreven T. J. Phys. Chem. A. 107:2003;6630-6637
37. (b) Mennucci B., Martinez J.M., Tomasi J. J. Phys. Chem. A. 105:2001;7287-7296
38. (c) Mennucci B. J. Am. Chem. Soc. 124:2002;1506-1515.
39. (a) Silva C.O., Nascimento M.A.C. Adv. Chem. Phys. 23:2002;423-468. and references cited therein
40. (b) Liptak M.D., Shields G. J. Am. Chem. Soc. 123:2001;7314-7319.
41. Jaguar 3.5. Schrödinger Inc.: Portland, OR, USA.
42. GAUSSIAN98 (Revision A.7). Frisch, M. J. et al. Gaussian Inc.: Pittsburg, PA, 1998.
43. Polygraf v3.2.1, Molecular Simulation Inc., 1992.
44. Tvaroška I., Pérez S. Carbohydr. Res. 149:1986;389-410.
45. da Silva, C. O.; Nascimento, M. A. C. Theor. Chem. Acc., submitted for publication.
46. Tvaroška I., Bleha T. Adv. Carbohydr. Chem. Biochem. 47:1989;15-123.
47. (a) Floris F., Tomasi J. J. Comput. Chem. 10:1989;616-623
48. (b) Floris F., Tomasi J., Pascual-Ahuir J.L. J. Comput. Chem. 12:1991;784-795.
49. Oh J., Kim Y., Won Y. Bull. Korean Chem. Soc. 16:1995;1153-1162.