QM/MM study of D-fructose in aqueous solution

Carbohydrate Research

Volumn 340, Issue 13, 2005, Pages 2185-2194

  Martins Costa, Marília T C ^a  

^a UNIVERSITÉ DE LORRAINE   (France)

Author keywords

D Fructose; QM MM molecular dynamics; Solvent effect; Sweet taste

Indexed keywords

HYDROXYLATION; MOLECULAR DYNAMICS; QUANTUM THEORY; SOLUTIONS;

HYDROXYL GROUPS; TAUTOMERS; WATER MOLECULES;

FRUCTOSE;

FRUCTOSE;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL STRUCTURE; DATA ANALYSIS; EMPIRICISM; METHODOLOGY; MOLECULAR DYNAMICS; PRIORITY JOURNAL; QUANTUM CHEMISTRY; SWEETNESS;

CARBOHYDRATE CONFORMATION; COMPUTER SIMULATION; FRUCTOSE; HYDROGEN BONDING; ISOMERISM; QUANTUM THEORY; SOLUTIONS; TASTE; WATER;

EID: 23744514746     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carres.2005.06.020     Document Type: Article

References (56)

1. J.A. Kanters, G. Roelofsen, B.P. Alblas, and I. Meinders Acta Crystallogr. B 33 1977 665 672
2. S. Takagi, and G.A. Jeffrey Acta Crystallogr. B 33 1977 3510 3515
3. L. Hyvönen, P. Varo, and P. Koivistoinen J. Food Sci. 42 1977 652 653
4. L. Hyvönen, P. Varo, and P. Koivistoinen J. Food Sci. 42 1977 654 656
5. F.W. Lichtenthaler, and S. Rönninger J. Chem. Soc., Perkin. Trans. 2 1990 1489 1497
6. A.E. Flood, M.R. Johns, and E.T. White Carbohydr. Res. 288 1996 45 56
7. Y. Tsuzuki, and J. Yamakazi Biochem. Z. 323 1953 525 531
8. R.S. Shallenberger Pure Appl. Chem. 50 1978 1409 1420
9. R.S. Shallenberger, and T.E. Acree Nature 216 1967 480 482
10. L.B. Kier J. Pharm. Sci. 61 1972 1394 1397
11. R.S. Shallenberger, and M.G. Lindley Food Chem. 2 1977 145 153
12. M. Mathlouthi, and M.O. Portmann J. Mol. Struct. 237 1990 327 338
13. G.G. Birch, S. Shamil, and Z. Shepherd Experientia 42 1986 1232 1234
14. F.W. Lichtenthaler, and S. Immel M. Mathlouthi J.A. Kanters G.G. Birch Sweet-Taste Chemoreception 1993 Elsevier Applied Science London
15. C. Nofre, and J.-M. Tinti Food Chem. 56 1996 263 274
16. W.A. Szarek, S.-L. Korppi-Tommola, O.R. Martin, and V.H. Smith Jr. Can. J. Chem. 62 1984 1506 1511
17. R.J. Woods, V.H. Smith Jr., and W.A. Szarek J. Chem. Soc., Chem. Commun. 1987 937 939
18. A.D. French, and V. Tran Biopolymers 29 1990 1599 1611
19. E.C. Garrett, and A.S. Serianni Carbohydr. Res. 206 1990 183 191
20. R.J. Woods, W.A. Szarek, and V.H. Smith Jr. J. Am. Chem. Soc. 112 1990 4732 4741
21. M. Khalil, R.J. Woods, D.F. Weaver, and V.H. Smith Jr. J. Comput. Chem. 12 1991 584 593
22. A.D. French, M.K. Dowd, and P.J. Reilly J. Mol. Struct. (Theochem.) 395-396 1997 271 287
23. A. Chung-Phillips, and Y.Y. Cheng J. Phys. Chem. A 103 1999 953 964
24. M. Mathlouthi Food Chem. 13 1984 1 46
25. M. Mathlouthi, and A.-M. Seuvre J. Chem. Soc., Faraday Trans. 1 84 1988 2641 2650
26. J.W. Brady, and R.K. Schmidt J. Phys. Chem. 97 1993 958 966
27. M. Mathlouthi, F. Hutteau, and J.F. Angiboust Food Chem. 56 1996 215 221
28. T. Astley, G.G. Birch, M.G.B. Drew, P.M. Rodger, and G.R.H. Wilden Food Chem. 56 1996 231 240
29. G.G. Birch Pure Appl. Chem. 74 2002 1103 1108
30. A. Imberty, and S. Pérez Chem. Rev. 100 2000 4567 4588
31. B.P. van Eijck, L.M.J. Kroon-Batenburg, and J. Kroon J. Mol. Struct. 237 1990 315 325
32. C.J. Roberts, and P.G. Debenedetti J. Phys. Chem. B 103 1999 7308 7318
33. L. Hemmingsen, D.E. Madsen, A.L. Esbensen, L. Olsen, and S.B. Engelsen Carbohydr. Res. 339 2004 937 948
34. A. Warshel, and M. Levitt J. Mol. Biol. 103 1976 227 249
35. A. Warshel J. Phys. Chem. 83 1979 1640 1652
36. M.J. Field, P.A. Bash, and M. Karplus J. Comput. Chem. 11 1990 700 733
37. J. Gao Rev. Comput. Chem. 7 1996 119 185
38. M.J. Field G. Naray-Szabo A. Warshel Computational Approaches to Biochemical Reactivity 1997 Kluwer Academic Publishers Dordrecht
39. M.J.S. Dewar, and D.M. Storch J. Am. Chem. Soc. 107 1985 3898 3902
40. M.J.S. Dewar, E.G. Zoebisch, E.F. Healy, and J.J.P. Stewart J. Am. Chem. Soc. 107 1985 3902 3909
41. R.J. Woods, W.A. Szarek, and V.H. Smith Jr. J. Chem. Soc., Chem. Commun. 1991 334 337
42. W.L. Jorgensen, J. Chandrasekhar, J.D. Madura, R.W. Impey, and M.L. Klein J. Chem. Phys. 79 1983 926 935
43. J. Gao J. Phys. Chem. 96 1992 6432 6439
44. M.P. Allen, and D.J. Tildesley Computer Simulation in Liquids 1987 Clarendon Press Oxford
45. B.R. Brooks, R.E. Burccoleri, B.D. Olafson, D.J. States, S. Swaminatham, and M. Karplus J. Comput. Chem. 4 1983 187 217
46. D. Cremer, and J.A. Pople J. Am. Chem. Soc. 97 1975 1354 1358
47. L.H. Koole, S. Neidle, A.A. Krayevski, G.V. Gurskaya, A. Sandström, J.-C. Wu, W. Tong, and J. Chattopadhyaya J. Org. Chem. 56 1991 6884 6892
48. C.A. Reynolds, J.W. Essex, and W.G. Richards Chem. Phys. Lett. 199 1992 257 260
49. T. Astley, G.G. Birch, M.G.B. Drew, and P.M. Rodger J. Phys. Chem. A 103 1998 5080 5090
50. A. Luzar, and D. Chandler Phys. Rev. Lett. 76 1996 928 931
51. F.W. Starr, J.K. Nielsen, and H.E. Stanley Phys. Rev. Lett. 82 1999 2294 2297
52. K.A. Feenstra, B.H. Hess, and H.J.C. Berendsen J. Comput. Chem. 20 1999 786 798
53. S. Koneshan, J.C. Rasaiah, R.M. Lynden-Bell, and S.H. Lee J. Phys. Chem. B 102 1998 4193 4204
54. Q. Liu, and J.W. Brady J. Am. Chem. Soc. 118 1996 12276 12286
55. R.K. Schmidt, and J.W. Brady J. Am. Chem. Soc. 118 1996 541 546
56. W. Pietrzycki Pol. J. Chem. 75 2001 1569 1582