Influence of β-sheet structure on the susceptibility of proteins to backbone oxidative damage: Preference for (α)c-centered radical formation at glycine residues of antiparallel β-sheets

Journal of the American Chemical Society

Volumn 122, Issue 17, 2000, Pages 4185-4192

  Rauk, Arvi ^a   Armstrong, David A ^a  

^a UNIVERSITY OF CALGARY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ALANINE; GLYCINE; REACTIVE OXYGEN METABOLITE;

ARTICLE; CALCULATION; ENTHALPY; HYDROGEN BOND; OXIDATION; PROTEIN DEGRADATION; PROTEIN SECONDARY STRUCTURE; PROTEIN STABILITY;

EID: 0034600281     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9939688     Document Type: Article

References (28)

1. Stubbe, J.; van der Donk, W. A. Chem. Rev. 1998, 98, 705-762.
2. (a) Simic, M. G., Taylor, K. A., Ward, J. F., von Sonntag, C., Eds. Oxygen Radicals in Biology and Medicine: Plenum Press: New York, 1988.
3. (b) Sies, H., Ed. Oxidative Stress - Oxidants and Anti-Oxidants; Academic Press: London, 1991.
4. Davies, K. J. A., Ed. Oxidative Damage and Repair: Chemical, Biological and Medical Aspects; Pergamon Press: New York, 1991.
5. Cheeseman, K. H. In Immunopharmacology of Free Radical Species; Blake, D., Winyard, P. G., Eds., Academic Press: New York, 1995.
6. von Sonntag, C. The Chemical Basis of Radiation Biology; Taylor and Francis: London, 1987.
7. Leroy, G.; Sana, M.; Wilante, C. J. Mol. Struct. 1991, 228, 37-45.
8. Armstrong, D. A.; Yu, D.; Rauk, A. Can. J. Chem. 1996, 74, 1192-1199.
9. Garrison, W. M. Chem. Rev. 1987, 87, 381-398.
10. (a) Mieden, O. J.; von Sonntag, C., Z. Naturforsch. 1989, 44b, 959-974.
11. (b) Mieden, O. J.; von Sonntag, C. J. Chem. Soc., Perkin. Trans. 2 1989, 2071-2078.
12. (c) Mieden, O. J.; von Sonntag, C. J. Phys. Chem. 1993, 97, 3783-3790.
13. Stadman, E. R. Annu. Rev. Biochem. 1993, 62, 797-821.
14. Rauk, A.; Yu, D.; Armstrong, D. A. J. Am. Chem. Soc. 1997, 119, 208-217.
15. Block, D. A.; Yu, D.; Armstrong, D. A.; Rauk, A. Can. J. Chem. 1998, 76, 1042-1049.
16. Rauk, A.; Yu, D.; Armstrong, D. A. J. Am. Chem. Soc. 1998, 120, 8848-8855.
17. Jonsson, M.; Wayner, D. D. M.; Armstrong, D. A.; Yu, D.; Rauk, A. J. Chem. Soc. Perkin Trans. 2 1998, 1967-1972.
18. Rauk, A.; Yu, D.; Taylor, J.; Shustov, G. V.; Block, D. A.; Armstrong, D. A. Biochemistry 1999, 38, 9089-9096.
19. Orpiszewski, J.; Benson, M. D. J. Mol. Biol. 1999, 289, 413-428.
20. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Gill, P. M. W.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T. A.; Petersson, G. A.; Montgomery, J. A.; Raghavachari, K.; Al-Laham, M. A.; Zakrewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Cioslowski, J.; Stefanov, B. B.; Nanayakkara, A.; Challacombe, M.; Peng, C. Y.; Ayala, P. Y.; Chen, W.; Wong, M. W.; Andres, J. L.; Replogle, E. S.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Binkley, J. S.; Defrees, D. J.; Baker, J.; Stewart, J. P.; Head-Gordon, M.; Gonzalez, C.; Pople, J. A. Gaussian 94, SGI-revision B.3; Gaussian, Inc.: Pittsburgh, PA, 1995.
21. Hehre, W. J.; Ditchfield, R.; Radom, L.; Pople, J. A. J. Am. Chem. Soc. 1970, 92, 4796-4816.
22. αC-H BDE is expected.
23. Rauk, A.; Armstrong, D. A. Unpublished results.
24. Brush, E. J.; Lipsett, K. A.; Kozarich, J. W. Biochemistry 1988, 27, 2217-2222.
25. (a) G580A mutant of T4 RNR (nrdD): Logan, D. T.; Andersson, J.; Sjöberg, B.-M.; Nordlund, P. Science 1999, 283, 1499-1504.
26. (b) Wild-type unactivated PFL: Becker, A.; Fritz-Wolf, K.; Kabsch, W.; Knappe, J.; Schultz, S.; Wagner, A. F. W. Nat. Struct. Biol. 1999, 6, 969-975.
27. (c) truncated PFL missing active site Gly: Leppänen, V.-M.; Merckel, M. C.; Ollis, D. L.; Wong, K. K.; Kozarich, J. W.; Goldman, A. Structure 1999, 7, 733-744.
28. Himo, F.; Eriksson, L. A. J. Chem. Soc., Perkin Trans. 2 1998, 305-308.