Mechanism of cysteine oxidation by peroxynitrite: An integrated experimental and theoretical study

Archives of Biochemistry and Biophysics

Volumn 539, Issue 1, 2013, Pages 81-86

  Zeida, Ari ^a   González Lebrero, Mariano C ^a   Radi, Rafael ^b   Trujillo, Madia ^b   Estrin, Darío A ^a  

^a UNIVERSIDAD DE BUENOS AIRES   (Argentina)

^b UNIVERSIDAD DE LA REPÚBLICA   (Uruguay)

Author keywords

Cysteine; Oxidation; Peroxynitrite; Redox homeostasis; SN2; Thiols

Indexed keywords

CYSTEINE; NITRITE; OXYGEN; PEROXYNITRITE; PEROXYNITROUS ACID;

ARTICLE; ATOM; EXPERIMENTAL STUDY; MOLECULAR DYNAMICS; OXIDATION; PH; PRIORITY JOURNAL; QUANTUM MECHANICS; REACTION ANALYSIS; THEORETICAL STUDY;

CYSTEINE; OXIDATION; PEROXYNITRITE; REDOX HOMEOSTASIS; S(N)2; THIOLS;

CYSTEINE; FLUORIDES; KINETICS; MOLECULAR CONFORMATION; MOLECULAR DYNAMICS SIMULATION; OXIDATION-REDUCTION; PEROXYNITROUS ACID; POLYETHYLENES; QUANTUM THEORY; RESINS, SYNTHETIC;

EID: 84884939103     PISSN: 00039861     EISSN: 10960384     Source Type: Journal    
DOI: 10.1016/j.abb.2013.08.016     Document Type: Article

References (50)

1. L.B. Poole, and K.J. Nelson Curr. Opin. Chem. Biol. 12 2008 18 24
2. A. Bindoli, J.M. Fukuto, and H.J. Forman Antioxid. Redox Signal. 10 2008 1549 1564
3. L.B. Poole, P.A. Karplus, and A. Claiborne Annu. Rev. Pharmacol. Toxicol. 44 2004 325 347
4. A. Claiborne, J.I. Yeh, T.C. Mallett, J. Luba, E.J. Crane, and D. Parsonage Biochemistry 38 1999 15407 15416
5. J.B. Schulz, J. Lindenau, J. Seyfried, and J. Dichgans Eur. J. Biochem. 267 2000 4904 4911
6. Y.M. Go, and D.P. Jones Free Radic. Biol. Med. 4 2011 495 509
7. S. Goldstein, and G. Czapski Free Radic. Biol. Med. 19 1995 505 510
8. R. Kissner, T. Nauser, P. Bugnon, P.G. Lye, and W.H. Koppenol Chem. Res. Toxicol. 10 1997 1285 1292
9. W.A. Pryor, and G.L. Squadrito Am. J. Physiol. 268 1995 699 722
10. O.V. Gerasimov, and S.V. Lymar Inorg. Chem. 38 1999 4317 4321
11. J.S. Beckman, T.W. Beckman, J. Chen, P.A. Marshall, and B.A. Freeman Proc. Natl. Acad. Sci. USA 87 1990 1620 1624
12. H. Ischiropoulos, L. Zhu, J. Chen, M. Tsai, J.C. Martin, C.D. Smith, and J.S. Beckman Arch. Biochem. Biophys. 298 1992 431 437
13. R. Radi, J.S. Beckman, K.M. Bush, and B.A. Freeman Arch. Biochem. Biophys. 288 1991 481 487
14. R. Radi, J.S. Beckman, K.M. Bush, and B.A. Freeman J. Biol. Chem. 266 1991 4244 4250
15. G. Ferrer-Sueta, and R. Radi ACS Chem. Biol. 4 2009 161 177
16. P. Pacher, J.S. Beckman, and L. Liaudet Physiol. Rev. 87 2007 315 424
17. W.H. Koppenol, J.J. Moreno, W.A. Pryor, H. Ischiropoulos, and J.S. Beckman Chem. Res. Toxicol. 5 1992 834 842
18. M. Trujillo, and R. Radi Arch. Biochem. Biophys. 397 2002 91 98
19. M. Trujillo, A. Clippe, B. Manta, G. Ferrer-Sueta, A. Smeets, J.P. Declercq, B. Knoops, and R. Radi Arch. Biochem. Biophys. 467 2007 95 106
20. M. Dubuisson, D. Vander Stricht, A. Clippe, F. Etienne, T. Nauser, R. Kissner, W.H. Koppenol, J.F. Rees, and B. Knoops FEBS Lett. 571 2004 161 165
21. J.M. Souza, and R. Radi Arch. Biochem. Biophys. 360 1998 187 194
22. M. Trujillo, B. Alvarez, J.M. Souza, N. Romero, L. Castro, L. Thomson, and R. Radi L. Ignarro, Nitric Oxide Biology and Pathobiology 2010 Academic Press California 61 402
23. A. Zeida, R. Babbush, M.C. González Lebrero, M. Trujillo, R. Rafael Radi, and D.A. Estrin Chem. Res. Toxicol. 25 2012 741 746
24. B. Alvarez, V. Demicheli, R. Durán, M. Trujillo, C. Cerveñansky, B.A. Freeman, and R. Radi Free Radic. Biol. Med. 37 2004 813 822
25. G.L. Ellman Arch. Biochem. Biophys. 82 1959 70 77
26. Gaussian 03, Gaussian, Inc.: Wallingford, CT, 2004.
27. N. Godbout, D.R. Salahub, J. Andzelm, and E. Wimmer Can. J. Chem. 70 1992 560 571
28. C.I. Bayly, P. Cieplak, W.D. Cornell, and P.A. Kollman A well-behaved electrostatic potential based method using charge restraints for determining atom-centered charges: the RESP model J. Phys. Chem. 97 1993 10269 10280
29. M.C. González Lebrero, D.E. Bikiel, M.D. Elola, D.A. Estrin, and A.E. Roitberg J. Chem. Phys. 117 2002 2718 2725
30. M.C. González Lebrero, and D.A. Estrin J. Chem. Theory Comput. 3 2007 1405 1411
31. D.A. Case AMBER 11 2010 University of California San Francisco
32. W. Humphrey, A. Dalke, and K. Schulten J. Mol. Graphics 14 1996 33 38
33. B. Alvarez, G. Ferrer-Sueta, B.A. Freeman, and R. Radi J. Biol. Chem. 274 1999 842 848
34. R. Bryk, P. Griffin, and C. Nathan Nature 407 2000 211 215
35. M.Y. Torchinsky M.Y. Torchinsky, Sulfur in Proteins 1981 Pergamon Press New York 3 18
36. W.H. Koppenol, and R. Kissner Chem. Res. Toxicol. 2 1998 87 90
37. P.S. Low, J.L. Bada, and G.N. Somero Proc. Natl. Acad. Sci. USA 70 1973 430 432
38. B.S. Jursic, L. Klasnic, S. Pecur, and W.A. Pryor Nitric Oxide 1 1997 494 501
39. R.D. Bach, M.N. Glukhovtsev, and C. Canepa J. Am. Chem. Soc. 120 1998 775 783
40. D.A. Dixon, D. Feller, C.-G. Zhan, and J.S. Francisco J. Phys. Chem. A 106 2002 3191 3196
41. D.G. Musaev, and K. Hirao J. Phys. Chem. A 107 2003 1563 1573
42. M.C. González Lebrero, L.L. Perissinotti, and D.A. Estrin J. Phys. Chem. A 109 2005 9598 9604
43. B. Cardey, and M. Enescu ChemPhysChem 6 2005 1175 1180
44. B. Cardey, and M. Enescu J. Phys. Chem. A 111 2007 673 678
45. K. Doclo, and U. Rothlisberger J. Phys. Chem. A 104 2000 6464 6469
46. M. Trujillo, H. Budde, M.D. Piñeyro, M. Stehr, C. Robello, L. Flohé, and R. Radi J. Biol. Chem. 279 2004 34175 34182
47. E.A. Konorev, N. Hogg, and B. Kalyanaraman FEBS Lett. 427 1998 171 174
48. A. Hall, D. Parsonage, L.B. Poole, and P.A. Karplus J. Mol. Biol. 402 2010 194 209
49. P.A. Karplus, and A. Hall Structural survey of the peroxiredoxins: structures and functions L. Flohe, J.R. Harris, Peroxiredoxins Systems 2007 Springer New York 41 60
50. A. Hall, K. Nelson, L.B. Poole, and P.A. Karplus Antioxid. Redox Signal. 15 2011 795 815