Disulfide anion radical equilibria: Effects of -NH3+, -CO2-, -NHC(O)- and -CH3 groups

Journal of the Chemical Society. Perkin Transactions 2

Volumn , Issue 7, 1999, Pages 1411-1419

  Mezyk, Stephen P ^a,b   Armstrong, David A ^b  

^a ATOMIC ENERGY OF CANADA LIMITED   (Canada)

^b UNIVERSITY OF CALGARY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001971107     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/a901155b     Document Type: Article

References (48)

1. M. Friedman, The Chemistry and Biochemistry of the Sulfhydryl Group in Amino Acids, Peptides and Proteins, Pergamon Press, New York, 1973.
2. Yu. M. Torchinskii, Sulhydryl and Disulfide Groups of Proteins, Translated by H. B. F. Dixon, Consultants Bureau, New York, 1974.
3. H. Sies, Naturwissenschaften, 1989, 76, 56.
4. C. von Sonntag, The Chemical Basis of Radiation Biology, Taylor and Francis, London, 1987.
5. C. von Sonntag and H.-P. Schuchmann, Sulfur Compounds and 'Chemical Repair' in Radiation Biology. In Sulfur-Centered Reactive Intermediates in Chemistry and Biology, C. Chatgilialoglu and K.-D. Asmus, Eds., NATO ASI Series, Plenum Press, New York, 1990, pp. 409-414.
6. A. L. Lehninger, Biochemistry, Worth Publishers, New York, 1970.
7. A. R Bassindale and J. N. Iley, in The Chemistry of Sulfenic Acids and Their Derivatives, S. Patai, Ed., Chapter 4, John Wiley, New York, 1990.
8. L. Bonazzola, J. P. Michaud and J. Roncin, J. Chem. Phys., 1985, 83, 2727.
9. (a) M. A. Cremonini, L. Lunazzi and G. Placucci, J. Chem. Soc., Perkin Trans. 2, 1992, 451;
10. (b) M. A. Cremonini, L. Lunazzi and G. Placucci, J. Org. Chem., 1993, 58, 3805.
11. J. Bergès, E. Kassab, D. Conte, E. Adjadj, C. Houée-Levin, J. Phys. Chem., 1997, 101, 7809.
12. T. Clark, J. Comput. Chem., 1982, 3, 112.
13. K.-D. Asmus, in Sulfur-Centered Reactive Intermediates in Chemistry and Biology, C. Chatgilialoglu and K.-D. Asmus, Eds., NATO ASI Series, Plenum Press, New York, 1990, pp. 155-172.
14. J. R. Clement, D. A. Armstrong, N. V. Klassen and H. A. Gillis, Can. J. Chem., 1972, 50, 2833.
15. R. H. Bisby, R. B. Cundall, J. L. Redpath and G. E. Adams, J. Chem. Soc., Faraday Trans. 1, 1976, 72, 51.
16. A. J. Elliot, F. Wilkinson and D. A. Armstrong, Int. J. Radiat. Biol., 1980, 38, 1.
17. (a) M. Faraggi and I. Pecht, Isr. J. Chem., 1972, 10, 1021;
18. (b) M. Faraggi, J. L. Redpath and Y. Tal, Radiat. Res., 1975, 64, 452.
19. M. Z. Hoffman and E. Hayon, J. Phys. Chem., 1973, 77, 990.
20. N. N. Lichtin, J. Ogdan and G. Stein, Biochem. Biophys. Acta, 1972, 263, 14; ibid., 1972, 276, 124.
21. N. N. Lichtin, J. Ogdan and G. Stein, Biochem. Biophys. Acta, 1972, 263, 14; ibid., 1972, 276, 124.
22. J. R. Clement, W. S. Lin, D. A. Armstrong, G. M. Gaucher, N. V. Klassen and H. A. Gillis, Int. J. Radiat. Biol., 1974, 26, 571.
23. A. A. Iskakov and K. M. L'Vov, Biophysics, 1997, 42, 1219 and papers cited therein.
24. Oxidative Damage and Repair: Chemical, Biological and Medical Aspects, K. J. A. Davies, Ed., Pergamon Press, New York, 1991.
25. (a) C. C. Winterbourn, Free Radical Biol. Med., 1993, 14, 85;
26. (b) W. H. Koppenol, Free Radical Biol. Med., 1993, 14, 91.
27. P. Wardman, Sensitization and Protection of Oxidative Damage Caused by High Energy Radiation, pp. 101-127, in Atmospheric Oxidation and Antoxidants, Vol. III, Ed. G. Scott, Elsevier, 1993.
28. P. Wardman and C. von Sonntag, Methods Enzymol., 1995, 251, 31.
29. S. P. Mezyk, Chem. Phys. Lett., 1995, 235, 89.
30. S. P. Mezyk, J. Phys. Chem., 1995, 99, 13970.
31. S. P. Mezyk. J. Phys. Chem., 1996, 100, 8295.
32. S. P. Mezyk, J. Phys. Chem., 1996, 100, 8861.
33. S. P. Mezyk, Radiat. Res., 1996, 145, 102.
34. J. P. Greenstein and M. Winitz, Chemistry of the Amino Acids, John Wiley, New York, 1961.
35. G. D. Fasman, Ed., Handbook of Biochemistry and Molecular Biology, Physical and Chemical Data, 3rd edn. CRC Press Inc., Boston, 1976, Vol. 1.
36. H. E. Laitinen and W. E. Harris, Chemical Analysis: An Advanced Text and Reference, 2nd edn., McGraw-Hill, New York, 1975.
37. (a) J. W. Purdie, H. A. Gillis and N. V. Klassen, Can. J. Chem., 1973, 51, 3132;
38. (b) E. W. Wilson, Jr. and R. B. Martin, Arch. Biochem. Biophys., 1971, 142, 445.
39. D. L. Rabenstein, J. Am. Chem. Soc., 1973, 95, 2797.
40. K. K. Millis, K. H. Weaver and D. L. Rabenstein, J. Org. Chem., 1993, 58, 4144.
41. D. A. Armstrong, in The Chemistry of Sulfur Centered Radicals, Z. Alfassi, Ed., Chapter 2, John Wiley, New York, 1999.
42. P. S. Surdhar and D. A. Armstrong, J. Phys. Chem., 1987, 91, 6532.
43. E. Gonick, W. C. Fernelius and B. E. Douglas, J. Am. Chem. Soc., 1954, 76, 4671.
44. E. P. Serjeant and B. Dempsey, In IUPAC Chemical Data Series No. 23, Ionisation Constants of Organic Acids in Aqueous Solution, Pergamon Press, Oxford, 1979.
45. J. March, Advanced Organic Chemistry, 3rd edn., John Wiley, New York, 1985.
46. a Prediction for Organic Acids and Bases, Chapman and Hall, New York, 1981.
47. D. A. Armstrong, Qun Sun and R. H. Schuler, J. Phys. Chem., 1996, 100, 9892.
48. J. E. Packer, in The Chemistry of the Thiol Group, Part 2, S. Patai, Ed., John Wiley, New York, 1974, pp. 481-517.