An improved model for calculating the optical rotation of simple saccharides

Carbohydrate Research

Volumn 327, Issue 4, 2000, Pages 447-453

  Stroyan, Eric P ^a   Stevens, Eugene S ^a  

^a BINGHAMTON UNIVERSITY   (United States)

Author keywords

Disaccharides, conformation; Disaccharides, optical rotation; Mannopyranosides; Monosaccharides, optical rotation; Optical rotation, calculational model; Rhamnopyranosides

Indexed keywords

ARTICLE; CALCULATION; CARBOHYDRATE ANALYSIS; CIRCULAR DICHROISM; MODEL; OPTICAL ROTATION; PRIORITY JOURNAL; TECHNIQUE;

CARBOHYDRATES; CIRCULAR DICHROISM; DISACCHARIDES; GRAM-NEGATIVE BACTERIA; LIPOPOLYSACCHARIDES; MODELS, CHEMICAL; MOLECULAR CONFORMATION; OPTICAL ROTATION; QUANTUM THEORY; RHAMNOSE;

EID: 0034618245     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0008-6215(00)00072-0     Document Type: Article

References (41)

1. (a) G. Fuller, T.A. McKeon, D.D. Bills (Eds.), Agricultural Materials as Renewable Resources. Nonfood and Industrial Applications, ACS Symp. Ser. 647, American Chemical Society, Washington DC, 1996.
2. (b) B.C. Saha, J. Woodward (Eds.), Fuels and Chemicals from Biomass, ACS Symp. Ser. 666, American Chemical Society, Washington DC, 1997.
3. J. Montreuil, J.F.G. Vliegenthart, H. Schachter (Eds.), Glycoproteins and Disease, Elsevier, New York, 1996.
4. D.A. Rees, J. Chem. Soc. B, 1970 (1970) 877-884.
5. Kondru R.K., Wipf P., Beratan D.N. Science. 282:1998;2247-2250.
6. (a) J.G. Kirkwood, J. Chem. Phys., 5 (1937) 479-491.
7. (b) J.G. Kirkwood, J. Chem. Phys., 7 (1939) 139.
8. Bode K.A., Applequist J. J. Am. Chem. Soc. 120:1998;10938-10946.
9. (a) E.S. Stevens, B.K. Sathyanarayana, Carbohydr. Res., 166 (1987) 181-193.
10. (b) E.S. Stevens, B.K. Sathyanarayana, J. Am. Chem. Soc., 111 (1989) 4149-4154.
11. Duda C.A., Stevens E.S. J. Am. Chem. Soc. 112:1990;7406.
12. Stevens E.S. Biopolymers. 32:1992;1571-1579.
13. (a) C.A. Duda, E.S. Stevens, Carbohydr. Res., 206 (1990) 347-351.
14. (b) E.S. Stevens, C.A. Duda, J. Am. Chem. Soc., 113 (1991) 8622-8627.
15. (c) E.S. Stevens, Biopolymers, 34 (1994) 1395-1401.
16. (d) S.E. Schafer, E.S. Stevens, Carbohydr. Polym., 31 (1996) 19-22.
17. Arndt E.R., Stevens E.S. J. Am. Chem. Soc. 115:1993;7849-7853.
18. (a) J.W. Raymonda, W.T. Simpson, J. Chem. Phys., 47 (1957) 430-448.
19. (b) J.W. Raymonda, personal communication cited in Ref. 12(c).
20. (c) R.L. Bowman, M. Kellerman, W.C. Johnson Jr., Biopolymers, 22 (1983) 1045-1070.
21. (a) J. Schellman, E.B. Nielsen, in G.N. Ramachandran (Ed.), Conformation of Biopolymers, Academic, New York, 1967, pp. 109-122.
22. (b) P.M, Bayley, E.B. Nielsen, J.A. Schellman, J. Phys. Chem., 73 (1969) 228-243.
23. Tinoco I. Adv. Chem. Phys. 4:1962;113-160.
24. Longuet-Higgins H.C. Proc. Roy. Soc. Lond. Ser. A. 235:1956;537-543.
25. Schellman J.A. Chem. Rev. 75:1975;323-331.
26. Moscowitz A. Djerassi C. Optical Rotatory Dispersion. 1950;150-177 McGraw Hill, New York.
27. (a) R.J.W. LeFevre, B.J. Orr, G.L.D. Ritchie, J. Chem. Soc. B, (1966) 273-280.
28. (b) R.L. Rowell, R.S. Stein, J. Chem. Phys., 47 (1967) 2985-2989.
29. (c) A.T. Amos, R.J. Crispin, J. Chem. Phys., 63 (1975) 1890-1899.
30. (d) R.K. Pierens, Aust. J. Chem., 27 (1974) 399-400.
31. (e) G.W. Allen, R.S. Armstrong, M.J. Aroney, R.K. Pierens, A.J. Williams, J. Chem. Soc., Faraday Trans. 2, 84 (1988) 1775-1778.
32. Arnott S., Scott S.E. J. Chem. Soc., Perkin Trans. 2:1972;324-334.
33. Nishida Y., Hori H., Ohrui H., Meguro H. J. Carbohydr. Chem. 7:1988;239-250.
34. Brisson J.-R., Carver J.P. Biochemistry. 22:1983;1362-1368.
35. E.P. Stroyan, Ph.D. Dissertation, Binghamton University, 2000.
36. Hardy B.J., Bystricky S., Kovac P., Widmalm G. Biopolymers. 41:1997;83-96.
37. Shalaby M.A., Fronczek F.R., Younathan E.S. Carbohydr. Res. 258:1994;267-274.
38. F.J. Bates, Polarimetry, Saccharimetry and the Sugars, NBS Circular C440, US Government Printing Office, Washington DC, 1942.
39. Winnik F.M., Brisson J.-R., Carver J.P., Krepinsky J.J. Carbohydr. Res. 103:1982;15-28.
40. J.P. Carver, D. Mandel, S.W. Michnik, A. Imberty, J. Brady, in A.D. French, J.W. Brady (Eds.), Computer Modeling of Carbohydrate Molecules, ACS Symp. Ser. 430, American Chemical Society, Washington DC, 1990, pp. 266-280.
41. Parra A., Stevens E.S. Carbohydr. Polym. 41:2000;111-113.