Ab initio molecular orbital calculation of carbohydrate model compounds: 4. Flexibility of Ψ-type glycosidic bonds in carbohydrates

Journal of Molecular Structure: THEOCHEM

Volumn 395-396, Issue 1-3, 1997, Pages 1-13

  Tvaroška, Igor ^a,b,d   Carver, Jeremy P ^c,d  

^a INSTITUTE OF CHEMISTRY   (Slovakia)

^b CNRS   (France)

^c UNIVERSITY OF TORONTO   (Canada)

^d Inflazyme Pharmaceuticals Ltd   (Canada)

Author keywords

Ab initio; Carbohydrates; Glycosidic bonds; Molecular modeling

Indexed keywords

EID: 0003953241     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0166-1280(96)04674-X     Document Type: Article

References (21)

1. N. Sharon, Complex Carbohydrates, their Chemistry, Biosynthesis, and Function, Addison-Wesley, Reading, MA, 1975.
2. A. Varki, Glycobiology, 3 (1993) 97-130.
3. I. Tvaroska, Pure Appl. Chem., 61 (1989) 1201-1216.
4. B. Meyer, Top. Curr. Chem., 154 (1990) 141-208.
5. A.D. French and J.W. Brady (Eds.), Computer Modeling of Carbohydrate Molecules, American Chemical Society, Washington, DC, ACS Symposium Series 430, 1990.
6. S. Perez, A. Imberty and J.P. Carver. Adv. Comput. Biol., 1 (1994) 147-202.
7. J.W. Brady, Curr. Opinion Struct. Biol., 1 (1991) 711-715.
8. I. Tvaroska and J.P. Carver, J. Phys. Chem., 98 (1994) 9477-9785.
9. I. Tvaroska and J.P. Carver, J. Phys. Chem., 99 (1995) 6234-6241.
10. I. Tvaroska and T. Bleha, Adv. Carbohydr. Chem. Biochem., 47 (1989) 45-123.
11. K.B. Wiberg and M.A. Murcko, J. Am. Chem. Soc., 111 (1989) 4821-4828.
12. Y.-J. Zheng, S.M. LeGrand and K.M. Merz, Jr, J. Comput. Chem., 13 (1992) 772-791.
13. K.M. Houk, J.E. Eksterowitz, Y.D. Wu, C.D. Fuglesang and D.B. Mitchell, J. Am. Chem. Soc., 115 (1993) 4170-4177.
14. U. Salzner and P.v.R. Schleyer, J. Org. Chem., 59 (1994) 2138-2155.
15. R.J. Woods, R.A. Dwek, C.J. Edge and B. Fraser-Reid, J. Phys. Chem., 99 (1995) 3832-3846.
16. I. Tvaroska and J.P. Carver, J. Phys. Chem., 98 (1994) 6452-6458.
17. M.J. Frisch, G.W. Trucks, M. Head-Gordon, P.M.W. Gill, M.W. Wong, J.B. Foresman, B.G. Johnson, H.B. Schlegel, M.A. Robb, E.S. Replogle, R. Gomperts, J.L. Andres, K. Raghavachari, J.S. Binkley, C. Gonzales, R.L. Martin, D.J. Fox, D.J. Defrees, J. Baker, J.J.P. Stewart and J.A. Pople, GAUSSIAN 92, Revision C, Gaussian Inc., Pittsburgh, PA, 1992.
18. W.J. Hehre, L. Radom, P.v.R. Schleyer and J.A. Pople, Ab Initio Molecular Orbital Theory, Wiley, New York, 1986.
19. K.S. Pitzer, Chem. Rev., 27 (1940) 39-57.
20. S. David, O. Eisenstein, W.J. Hehre, L. Salem and R. Hoffmann, J. Am. Chem. Soc., 95 (1973) 3806-3807.
21. S. Tsuzuki, T. Uchimaru and K. Tanabe, J. Phys. Chem., 97 (1993) 1346-1350.