Free-radical reactions of carbohydrate moieties in macromolecular structures. EPR evidence for the importance of steric and stereoelectronic effects and for the influence of inclusion in cyclodextrins

Journal of the Chemical Society. Perkin Transactions 2

Volumn , Issue 10, 2000, Pages 2001-2007

  Gilbert, Bruce C ^a   Lindsay Smith, John R ^a   Taylor, Philip ^a   Ward, Steven ^a   Whitwood, Adrian C ^a  

^a UNIVERSITY OF YORK   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; ENTHALPY; FREE RADICAL REACTIONS; MACROMOLECULES; MOLECULAR STRUCTURE; OXIDATION; STEREOCHEMISTRY;

CARBOHYDRATE MOIETIES; CYCLODEXTRINS; HYDROGEN ATOM ABSTRACTION; STEREOELECTRONIC EFFECTS;

CARBOHYDRATES;

EID: 0034309275     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/b003962o     Document Type: Article

References (29)

1. C. von Sonntag, The Chemical Basis of Radiation Biology, Taylor and Francis, London, 1987;
2. C. von Sonntag, Int. J. Radiat. Biol., 1984, 46, 507.
3. B. Halliwell and J. M. C. Gutteridge, Free Radicals in Biology and Medicine, Oxford University Press, Oxford, 1999,
4. B. C. Gilbert, S. Silvester, P. H. Walton and A. C. Whitwood, J. Chem. Soc., Perkin Trans. 2, 1999, 1891.
5. S. M. Hyde and P. M. Wood, Microbiology, 1997, 143, 259.
6. P. Taylor, Carbohydr. Eur., 1999, 24, 36.
7. D. Becker and M. D. Sevilla, in Specialist Periodical Reports: Electron Paramagnetic Resonance, eds. B. C. Gilbert, N. M. Atherton and M. J. Davies, Royal Society of Chemistry, Cambridge, 1998, vol. 16, pp. 79-115.
8. B. C. Gilbert, D. M. King and C. B. Thomas, J. Chem. Soc., Perkin Trans. 2, 1981, 1186.
9. B. C. Gilbert, D. M. King and C. B. Thomas, J. Chem. Soc., Perkin Trans. 2, 1983, 675.
10. B. C. Gilbert, J. R. Lindsay Smith, P. Taylor, S. Ward and A. C. Whitwood, J. Chem. Soc., Perkin Trans. 2, 1999, 1631.
11. J. S. B. Park, P. M. Wood, B. C. Gilbert and A. C. Whitwood, J. Chem. Soc., Perkin Trans. 2, 1999, 923.
12. B. C. Gilbert, J. R. Lindsay Smith, S. Ward, A. C. Whitwood and P. Taylor, J. Chem. Soc., Perkin Trans. 2, 1998, 1565.
13. M. P. Eastman, B. Freiha, C. C. Hsu and C. Allen Chang, J. Phys. Chem., 1988, 92, 1682;
14. Y. Kotake and E. G. Janzen, J. Am. Chem. Soc., 1988, 110, 3699;
15. Y. Kotake and E. G. Janzen, J. Am. Chem. Soc., 1989, 111, 2066.
16. M. Lucarini and B. P. Roberts, Chem. Commun., 1996, 1577.
17. M. N. Lehmann and M. G. Baker, J. Chem. Soc., Perkin Trans. 2, 1997, 2131.
18. S. Croft, B. C. Gilbert, J. R. Lindsay Smith and A. C. Whitwood, Free Radical Res. Commun., 1992, 17, 21;
19. S. Croft, B. C. Gilbert, J. R. Lindsay Smith, J. K. Stell and W. R. Sanderson, J. Chem. Soc., Perkin Trans. 2, 1992, 153.
20. B. C. Gilbert and J.K. Stell, J. Chem. Soc., Faraday Trans., 1990, 86, 3261.
21. B. C. Gilbert and J. K. Stell, J. Chem. Soc., Perkin Trans. 2, 1990, 1281.
22. B. C. Gilbert, J. K. Stell and M. Jeff, J. Chem. Soc., Perkin Trans. 2, 1988, 1867.
23. B. C. Gilbert, C. J. Scarratt, C. B. Thomas and J. Young, J. Chem. Soc., Perkin Trans. 2, 1987, 371.
24. J. Szejtli, Chem. Rev., 1998, 98, 1743.
25. K. K. Chacko and W. Saenger, J. Am. Chem. Soc., 1981, 103, 1708.
26. RASMOL was written by Roger Sayle of GlaxoWellcome and is available free over the internet at http://www.umass.edu/microbio/rasmol/
27. K. Lindner and W. Saenger, Carbohydr. Res., 1982, 99, 103.
28. M. N. Lehmann, M. G. Baker, H. Patel, M. L. Partin and S. J. Dormady, J. Inclusion Phenom. Mol. Recognit. Chem., 1995, 23, 99.
29. D. M. Davies and M. E. Dreary, J. Chem. Soc., Perkin Trans. 2, 1996, 2415.