Antioxidant potential of glutathione: A theoretical study

Journal of Physical Chemistry B

Volumn 115, Issue 38, 2011, Pages 11269-11277

  Fiser, Béla ^a,b   Szóri, Milán ^a,b   Jójárt, Balázs ^a,b   Izsák, Róbert ^b,c   Csizmadia, Imre G ^a,b,d   Viskolcz, Béla ^a,b  

^a UNIVERSITY OF SZEGED   (Hungary)

^b Drug Discovery Research Center   (Hungary)

^c UNIVERSITY OF BONN   (Germany)

^d UNIVERSITY OF TORONTO   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; AMMONIUM COMPOUNDS; CARBOXYLATION; CONTINUUM MECHANICS; DISSOCIATION; GASES; HYDROGEN; HYDROGEN BONDS; OPTIMIZATION;

AMMONIUM GROUPS; ANTIOXIDANT POTENTIAL; AQUEOUS PHASE; B3LYP/6-31G; BOND DISSOCIATION ENERGIES; BOND DISSOCIATION ENTHALPIES; COMPOSITE METHOD; COMPUTATIONAL ERROR; DENSITY FUNCTIONALS; ELECTRON DELOCALIZATION; EXPERIMENTAL VALUES; FIRST PRINCIPLE METHOD; GASPHASE; GLUTATHIONES; H-ABSTRACTION; HARMONIC VIBRATIONAL FREQUENCIES; HYDROGEN DISSOCIATION; O-H BOND; POLARIZABLE CONTINUUM MODEL; SINGLE-POINT CALCULATIONS; SOLVENT EFFECTS; STABLE RADICALS; THEORETICAL STUDY; X-H BOND;

PEPTIDES;

EID: 80053111570     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp2049525     Document Type: Article

References (54)

1. Gutteridge, J. M. C.; Halliwell, B. Ann. N.Y. Acad. Sci. 2000, 899, 136-147
2. Harman, D. Age 1995, 18, 97-119
3. Koutsilieri, E.; Scheller, C.; Grünblatt, E.; Nara, K.; Li, J.; Riederer, P. J. Neurol. 2002, 249 (Suppl 2) II/1-II/5
4. Yasui, K.; Baba, A. Inflammation Res. 2006, 55, 359-363
5. Meister, A. J. Biol. Chem. 1994, 269, 9397-9400
6. Axelsson, K.; Mannervik, B. FEBS Lett. 1983, 152, 114-118
7. Chatterjee, S.; Noack, H.; Possel, H.; Keilhoff, G.; Wolf, G. Glia 1999, 27, 152-161
8. Dringen, R.; Kussmaul, L.; Gutterer, J. M.; Hirrlinger, J.; Hamprecht, B. J. Neurochem. 1999, 72, 2523-2530
9. Arrigo, A. P. Free Radical Biol. Med. 1999, 27, 936-944
10. Voehringer, D. Free Radical Biol. Med. 1999, 27, 945-950
11. Monte, D. A. D.; Chan, P.; Sandy, M. S. Ann. Neurol. 1992, 32 (Suppl) S111-S115
12. Schulz, J. B.; Lindenau, J.; Seyfried, J.; Dichgans, J. Eur. J. Biochem. 2001, 267, 4904-4911
13. Pocernich, C. B.; Cardin, A. L.; Racine, C. L.; Lauderback, C. M.; Butterfield, D. A. Neurochem. Int. 2001, 39, 141-149
14. Andrada, M. F.; Martínez, J. C. G.; Szori, M.; Zamarbide, G. N.; Vert, F. T.; Viskolcz, B.; Estrada, M. R.; Csizmadia, I. G. J. Phys. Org. Chem. 2008, 21, 1048-1058
15. Chakravarthi, S.; Jessop, C. E.; Bulleid, N. J. EMBO Rep. 2006, 271-275
16. Spector, A. J. Ocul. Pharmacol. Ther. 2000, 16, 193-201
17. Dixon, D. P.; Lapthorn, A.; Edwards, R. Genome Biol. 2002, 3, 3004.1-3004.10
18. Izsak, R.; Jojart, B.; Csizmadia, I. G.; Viskolcz, B. J. Chem. Inf. Model. 2006, 46, 2527-2536
19. Ghezzi, P. Free Radical Res. 2005, 39, 573-580
20. Schafer, F. Q.; Buettner, G. R. Free Radical Biol. Med. 2001, 30, 1191-1212
21. Noszál, B.; Szakács, Z. J. Phys. Chem. B 2003, 107, 5074-5080
22. Lampela, O.; Juffer, A. H.; Rauk, A. J. Phys. Chem. A 2003, 107, 9208-9220
23. York, M. J.; Beilharz, G. R.; Kuchel, P. W. Int. J. Pept. Protein Res. 1987, 29, 638-646
24. Fujiwara, S.; Formicka-Kozlowska, G.; Kozlowski, H. Bull. Chem. Soc. Jpn. 1977, 50, 3131-3135
25. Abedinzadeh, Z.; Gardés-Albert, M.; Ferradini, C. Int. J. Radiat. Appl. Instrum., C 1992, 40, 551-558
26. Sjöberg, L.; Eriksen, T. E.; Révész, L. Radiat. Res. 1982, 89, 255-263
27. Han, Y.; HaoMiao, Z.; Jian, S. Sci. China Ser. B 2007, 50, 660-664
28. Ding, V. Z. Y.; Dawson, S. H. S.; Lau, W. Y. L.; Lee, D. R.; Galant, N. J.; Setiadi, D. H.; Jójárt, B.; Szóri, M.; Mucsi, Z.; Viskolcz, B.; Jensen, S. J. K.; Csizmadia, I. G. Chem. Phys. Lett. 2011, 507, 168-173
29. Galant, N. J.; Wang, H.; Lee, D. R.; Mucsi, Z.; Setiadi, D. H.; Viskolcz, B.; Csizmadia, I. G. J. Phys. Chem. A 2009, 114, 9138-9149
30. Sahai, M. A.; Viskolcz, B.; Pai, E. F.; Csizmadia, I. G. J. Phys. Chem. B 2007, 111, 11592-11602
31. Berkowitz, J.; Ellison, G. B.; Gutman, D. J. Phys. Chem. 1994, 98, 2744-2765
32. Wood, G. P. F.; Moran, D.; Jacob, R.; Radom, L. J. Phys. Chem. A 2005, 109, 6318-6325
33. Janoschek, R.; Rossi, M. J. Int. J. Chem. Kinet. 2002, 34, 550-560
34. Baboul, A. G.; Curtiss, L. A.; Redfern, P. C.; Raghavachari, K. J. Chem. Phys. 1999, 110, 7650-7657
35. Becke, A. D. J. Chem. Phys. 1993, 98, 1372-1377
36. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Gaussian 03, revision C.02; Gaussian, Inc.: Wallingford, CT, USA, 2004.
37. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; Gaussian 09, revision A.1; Gaussian, Inc.: Wallingford, CT, USA, 2009.
38. Petersson, G. A.; Bennett, A.; Tensfeldt, T. G.; Al-Laham, M. A.; Shirley, W. A.; Mantzaris, J. J. Chem. Phys. 1988, 89, 2193-2218
39. Barone, V.; Cossi, M. J. Phys. Chem. 1998, 102, 1995-2001
40. Cossi, M.; Rega, N.; Scalmani, G.; Barone, V. J. Comput. Chem. 2003, 24, 669-681
41. Sinha, P.; Boesch, S. E.; Gu, C.; Wheeler, R. A.; Wilson, A. K. J. Phys. Chem. A 2004, 108, 9213-9217
42. Zhao, Y.; González-García, N.; Truhlar, D. G. J. Phys. Chem. A 2005, 109, 2012-2018
43. Zhao, Y.; Truhlar, D. G. Theor. Chem. Acc. 2008, 120, 215-241
44. Krieger, J. B.; Chen, J.; Iafrate, G. J.; Savin, A. In Electron Correlations and Materials Properties; Plenum: New York, 1999; pp 463-477.
45. Tao, J.; Perdew, J. P.; Staroverov, V. N.; Scuseria, G. E. Phys. Rev. Lett. 2003, 91, 146401-1-146401-4
46. Zhao, Y.; Truhlar, D. G. Phys. Chem. Chem. Phys. 2005, 7, 2701-2705
47. Staroverov, V. N.; Scuseria, G. E.; Tao, J.; Perdew, J. P. J. Chem. Phys. 2003, 119, 12129-12137
48. Frisch, M. J.; Pople, J. A.; Binkley, J. S. J. Chem. Phys. 1984, 80, 3265-3269
49. Molecular Operating Environment (MOE); Chemical Computing Group, Inc., Montreal, Quebec, Canada, 2010.
50. Bao, J.; Cheung, W. Y.; Wu, J.-Y. J. Biol. Chem. 1995, 270, 6464-6467
51. Hofstetter, D.; Nauser, T.; Koppenol, W. H. Chem. Res. Toxicol. 2010, 23, 1596-1600
52. Warren, J. J.; Tronic, T. A.; Mayer, J. M. Chem. Rev. 2010, 110, 6961-7001
53. Blanksby, S. J.; Ellison, G. B. Acc. Chem. Res. 2003, 36, 255-263
54. Sunderlin, L. S.; Panu, D.; Puranik, D. B.; Ashe, A. J.; Squires, R. R. Organometallics 1994, 13, 4732-4740