Glutathione - Hydroxyl Radical Interaction: A Theoretical Study on Radical Recognition Process

PLoS ONE

Volumn 8, Issue 9, 2013, Pages

  Fiser, Béla ^a   Jójárt, Balázs ^a   Csizmadia, Imre G ^a,b   Viskolcz, Béla ^a  

^a UNIVERSITY OF SZEGED   (Hungary)

^b UNIVERSITY OF TORONTO   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

GLUTATHIONE; GLYCINE; HYDROXYL RADICAL;

ARTICLE; CALCULATION; CHEMICAL ANALYSIS; CHEMICAL INTERACTION; CHEMICAL REACTION; HYDROGEN BOND; MOLECULAR DYNAMICS; PROBABILITY; PROTEIN STRUCTURE; THEORETICAL STUDY;

FREE RADICALS; GLUTATHIONE; HYDROGEN BONDING; HYDROGEN-ION CONCENTRATION; HYDROXYL RADICAL; MODELS, MOLECULAR; MODELS, THEORETICAL; MOLECULAR DYNAMICS SIMULATION; MOLECULAR STRUCTURE; PROTEIN BINDING; THERMODYNAMICS;

EID: 84883622734     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0073652     Document Type: Article

References (40)

1. Schneider H-J, (1991) Mechanisms of Molecular Recognition: Investigations of Organic Host-Guest Complexes. Angew Chem Int Ed Engl 30: 1417-1436.
2. Sampson NS, Mrksich M, Bertozzi CR, (2001) Surface molecular recognition. Proc Natl Acad Sci U S A 23: 12870-12871.
3. Fiser B, Szori M, Jójárt B, Izsák R, Csizmadia IG, et al. (2011) Antioxidant potential of glutathione: a theoretical study. J Phys Chem B 115: 11269-77.
4. Schafer FQ, Buettner GR, (2001) Redox environment of the cell as viewed through the redox state of the glutathione disulfide/glutathione couple. Free Radical Bio Med 30: 1191-1212.
5. Meister A, Anderson ME, (1983) Glutathione. Annu Rev Biochem 52: 711-760.
6. Arrigo AP, (1999) Gene expression and the thiol redox state. Free Radical Bio Med 27: 936-944.
7. Voehringer DW, (1999) BCL-2 and glutathione: alterations in cellular redox state that regulate apoptosis sensitivity. Free Radical Bio Med 27: 945-950.
8. Sjöberg L, Eriksen TE, Révész L, (1982) The reaction of the hydroxyl radical with glutathione in neutral and alkaline aqueous solution. Radiat Res 89: 255-263.
9. Mezyk SP, (1996) Rate Constant Determination for the Reaction of Hydroxyl and Glutathione Thiyl Radicals with Glutathione in Aqueous Solution. J Phys Chem 100: 8861-8866.
10. Lipinski B, (2011) Hydroxyl radical and its scavengers in health and disease. Oxidative Medicine and Cellular Longevity 2011: 1-9.
11. Ghosh S, Chakraborti T, Banerjee A, (1996) Role of hydroxyl radical in superoxide induced microsomal lipid peroxidation: Protective effect of anion channel blocker. J Biosciences 21: 35-43.
12. Matés JM, Pérez-Gómez C, Núñez de Castro I, (1999) Antioxidant enzymes and human diseases. Clin Biochem 32: 595-603.
13. Balasubramanian B, Pogozelski WK, Tullius TD, (1998) DNA strand breaking by the hydroxyl radical is governed by the accessible surface areas of the hydrogen atoms of the DNA backbone. Proc Natl Acad Sci U S A 95: 9738-9743.
14. Prütz WA, Butler J, Land EJ, (1994) The glutathione free radical equilibrium, GS. + GS- ↔ GSS.-G, mediating electron transfer to FE(III)-cytochrome c. Biophys Chem 49: 101-111.
15. Galano A, Alvarez-Idaboy JR, (2011) Glutathione: mechanism and kinetics of its non-enzymatic defense action against free radicals. RSC Advances 1: 1763-1771.
16. Fujiwara S, Formicka-Kozlowska G, Kozlowski H, (1977) Conformational study of glutathione by NMR. B Chem Soc JPN 50: 3131-3135.
17. York M, Beilharz G, Kuchel PW, (1987) Conformation of reduced glutathione in aqueous solution by 1H and 13C nmr. Int J Pept Prot Res 29: 638-646.
18. Zhang R, Wu W, (2011) Studies on the structures and interactions of glutathione in aqueous solution by molecular dynamics simulations and NMR spectroscopy. J Mol Liq 162: 20-25.
19. Lampela O, Juffer AH, Rauk A, (2003) Conformational analysis of glutathione in aqueous solution with molecular dynamics. J Phys Chem A 107: 9208-9220.
20. Vila-Vicosa D, Teixeira VH, Santos HAF, Machuqueiro M, (2013) Conformational Study of GSH and GSSG Using Constant-pH Molecular Dynamics Simulations. J Phys Chem B 117: 7507-7517.
21. Yan H, Zhu H, Shen J, (2007) Molecular dynamics simulation study on zwitterionic structure to maintain the normal conformations of Glutathione. Sci China Ser B 50: 660-664.
22. Jorgensen WL, Chandrasekhar J, Madura JD, Impey RW, Klein ML, (1983) Comparison of simple potential functions for simulating liquid water. J Chem Phys 79: 926-935.
23. Bowers KJ, Sacerdoti FD, Salmon JK, Shan Y, Shaw DE, et al. (2006) Molecular dynamics - Scalable algorithms for molecular dynamics simulations on commodity clusters. In Proceedings of the 2006 ACM/IEEE conference on Supercomputing - SC ′06; ACM Press: New York, New York, USA, p. 84.
24. MacKerell AJ, Bashford D, Bellott M, (1998) All-atom empirical potential for molecular modeling and dynamics studies of proteins. J Phys Chem B 5647: 3586-3616.
25. Essmann U, Perera L, Berkowitz ML, Darden T, Lee H, et al. (1995) A Smooth Particle Mesh Ewald Method. J Chem Phys 103: 8577-8593.
26. Mayne CG, Tajkhorshid E, Gumbart JC (2012) Unpublished work.
27. Humphrey W, Dalke A, Schulten K, (1996) VMD: visual molecular dynamics. J Mol Graphics 14: 33-38.
28. Berendsen HJC, Postma JPM, van Gunsteren WF, DiNola A, Haak JR, (1984) Molecular dynamics with coupling to an external bath. J Chem Phys 81: 3684-3690.
29. Laio A, (2002) Parrinello (2002) Escaping free-energy minima. PNAS 99: 12562-12566.
30. Bader RFW, (1985) Atoms in molecules. Acc Chem Res 18: 9-15.
31. Bader RFW, (1991) Atoms in molecules. Chem Rev 91: 893-928.
32. Biegler-König F, Schönbohm J, Bayles D, (2001) AIM2000- A Program to Analyze and Visualize Atoms in Molecules J Comput Chem. 22: 665-672.
33. Jójárt B, Szori M, Izsák R, Marsi I, László A, et al. (2011) The effect of a Pro28Thr point mutation on the local structure and stability of human galactokinase enzyme - a theoretical study. J Mol Model 17: 2639-2649.
34. Marenich AV, Cramer CJ, Truhlar DG, (2009) Universal solvation model based on solute electron density and on a continuum model of the solvent defined by the bulk dielectric constant and atomic surface tensions. J Phys Chem B 113: 6378-6396.
35. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, et al. (2009) Gaussian 09, Revision A. 1; Gaussian. Wallingford, CT.
36. Vácha R, Slavícek P, Mucha M, Finlayson-Pitts BJ, Jungwirth P, (2004) Adsorption of Atmospherically Relevant Gases at the Air/Water Interface: Free Energy Profiles of Aqueous Solvation of N2, O2, O3, OH, H2O, HO2, and H2O2. J Phys Chem A 108: 11573-11579.
37. Gilboa H, Steinschneider A, Valentine B, Dhawan D, Fiat D, (1984) Hydrogen bonds in the tripeptide Pro-Leu-Gly-NH2. 17O and 1H studies. BBA -Gen Subjects 800: 251-257.
38. Soriano-Correa C, Olivares del Valle FJ, Muñoz-Losa A, Fdez Galván I, Martín ME, et al. (2010) Theoretical study of the competition between intramolecular hydrogen bonds and solvation in the Cys-Asn-Ser tripeptide. J Phys Chem B 114: 8961-8970.
39. Hipkiss AR, (2006) Accumulation of altered proteins and ageing: Causes and effects. Exp Geront 41: 464-473.
40. Owen MC, Viskolcz B, Csizmadia IG, (2011) Quantum Chemical Analysis of the Unfolding of a Penta-alanyl 3(10)-Helix Initiated by HO•, HO2• and O2-•. J Phys Chem B 115: 8014-8023.