Electronic and spatial structures of water-soluble dinitrosyl iron complexes with thiol-containing ligands underlying their ability to act as nitric oxide and nitrosonium ion donors

Journal of Biophysics

Volumn , Issue , 2011, Pages

  Vanin, Anatoly F ^a   Burbaev, Dosymzhan Sh ^a  

^a SEMENOV INSTITUTE OF CHEMICAL PHYSICS   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84858302037     PISSN: 16878000     EISSN: 16878019     Source Type: Journal    
DOI: 10.1155/2011/878236     Document Type: Review

References (90)

1. Vanin A. F., Burbaev D. Sh., Proteins, containing iron-sulfur centers Zhurnal Mendeleevskogo Khimicheskogo Obshestva SSSR 1976 21 672 676
2. Vanin A. F., Nitrosyl non-heme iron complexes in animal tissues and microorganisms, Doctoral thesis 1980 Moscow, Russia Institute of Chemical Physics
3. Henry Y., Ducrocq C., Drapier J. C., Servent D., Pellat C., Guissani A., Nitric oxide, a biological effector. Electron paramagnetic resonance detection of nitrosyl-iron-protein complexes in whole cells European Biophysics Journal 1991 20 1 1 15
4. Vanin A. F., Kleschyov A. L., Lukiewicz S., Zweier J. L., EPR studies and biological implications of nitrosyl non-heme iron complexes Nitric Oxide in Transplant Rejection and Anti-Tumor Defense 1998 Kluwer Academic Publishers 49 82
5. Butler A. R., Megson I. L., Non-heme iron nitrosyls in biology Chemical Reviews 2002 102 4 1155 1165 (Pubitemid 35377606)
6. Vanin A. F., van Faassen E., van Faassen E., Vanin A. F., DNIC: physico-chemical properties and biological activity Radicals for Live: The Various Forms of Nitric Oxide 2007 Elsevier 19 74
7. Richardson D. R., Lok H. C., The nitric oxide-iron interplay in mammalian cells: transport and storage of dinitrosyl iron complexes Biochimica et Biophysica Acta 2008 1780 4 638 651
8. Vanin A. F., Dinitrosyl iron complexes with thiolate ligands: physico-chemistry, biochemistry and physiology Nitric Oxide: Biology and Chemistry 2009 21 1 1 13
9. Vanin A. F., Serezhenkov V. A., Mikoyan V. D., Genkin M. V., The 2.03 signal as an indicator of dinitrosyl-iron complexes with thiol-containing ligands Nitric Oxide: Biology and Chemistry 1998 2 4 224 234 (Pubitemid 29016152)
10. Nalbandyan R. M., Vanin A. F., Blumenfeld L. A., EPR signals of a new type in yeast cells Proceedings of the Free Radicals Processes in Biological Systems 1964 Moscow, Russia 18
11. Mallard J. R., Kent M., Differences observed between electron spin resonance signals from surviving tumour tissues and from their corresponding normal tissues Nature 1964 204 4964 1192 1964
12. Vanin A. F., Nalbandyan R. M., Free radicals of a new type in yeast cells Biophysics (Rus) 1965 10 167 168
13. Vithayathil A. J., Ternberg J. L., Commoner B., Changes in electron spin resonance signals of rat liver during chemical carcinogenesis Nature 1965 207 5003 1246 1249
14. Vanin A. F., Chetverikov A. G., Blumenfel'd L. A., Investigation of non-heme iron complexes in cells and tissues by the EPR method Biophysics (Rus) 1967 12 5 953 964
15. Vanin A. F., Poltorakov A. P., Mikoyan V. D., Kubrina L. N., Burbaev D. S., Polynuclear water-soluble dinitrosyl iron complexes with cysteine or glutathione ligands: electron paramagnetic resonance and optical studies Nitric Oxide: Biology and Chemistry 2010 23 2 136 149
16. McDonald C. C., Phillips W. D., Mower H. F., An electron spin resonance study of some complexes of iron, nitric oxide, and anionic ligands Journal of the American Chemical Society 1965 87 15 3319 3326
17. Vanin A. F., Identification of divalent iron complexes with cysteine in biological systems EPR method Biochemistry (Moscow) 1967 32 228 232
18. Vanin A. F., Mokh V. P., Serezhenkov V. A., Chazov E. I., Vasorelaxing activity of stable powder preparations of dinitrosyl iron complexes with cysteine or glutathione ligands Nitric Oxide: Biology and Chemistry 2007 16 3 322 330 (Pubitemid 46528770)
19. Lakomkin V. L., Vanin A. F., Timoshin A. A., Kapelko V. I., Chazov E. I., Long-lasting hypotensive action of stable preparations of dinitrosyl-iron complexes with thiol-containing ligands in conscious normotensive and hypertensive rats Nitric Oxide: Biology and Chemistry 2007 16 4 413 418 (Pubitemid 46843608)
20. Mordvintcev P. I., Rudneva V. G., Vanin A. F., Shimkevich L. L., Khodorov B. I., The inhibitory effect of low-molecular dinitrosyl iron complexes on platelet aggregation Biochemistry (Moscow) 1986 51 1851 1857 (Pubitemid 17213463)
21. Shamova E. V., Bichan O. D., Drozd E. S., Regulation of the functional and mechanical properties of platelet and red blood cells by nitric oxide donors Biophysics (Rus) 2011 56 265 271
22. Pisarenko O. I., Shul'zhenko V. S., Studneva I. M., Pelogeikina Yu. A., Timoshin A. A., Vanin A. F., Effects of dinitrosyl iron complex with glutathione and its components on ischemic rat heart during reperfusion Biophysics (Rus) 2009 54 6 709 713
23. Remizova M. I., Kochetygov N. I., Gerbout K. A., Effect of dinitrosyl iron complexes with glutathione on hemorrhagic shock followed by saline treatment European Journal of Pharmacology 2011 662 13 40 46
24. Shekhter A. B., Rudenko T. G., Serezhenkov V. A., Vanin A. F., Dinitrosyl-iron complexes with cysteine or glutathione accelerate skin wound healing in animals Biophysics (Rus) 2007 52 3 539 547
25. Veliev E. I., Kotov S. V., Shishlo V. K., Serezhenkov V. A., Lozinsky V. I., Vanin A. F., Beneficial effect of dinitrosyl iron complexes with thiol ligands on the rat penile cavernous bodies Biophysics (Rus) 2008 53 2 153 157
26. Andreyev-Andriyevsky A. A., Mikoyan V. D., Serezhenkov V. A., Vanin A. F., Penile erectile activity of dinitrosyl iron complexes with thiol-containing ligands Nitric Oxide: Biology and Chemistry 2011 24 217 223
27. Vanin A. F., Chazov E. I., Prospects of designing the medicines with diverse therapeutic activity on the dasis of dinitrosyl iron complexes with thiol-containing ligands Biophysics (Rus) 2011 56 2 304 315
28. Mlsch A., Mordvintcev P., Vanin A. F., Busse R., The potent vasodilating and guanylyl cyclase activating dinitrosyl-iron(II) complex is stored in a protein-bound form in vascular tissue and is released by thiols FEBS Letters 1991 294 3 252 256
29. Vedernikov Y. P., Mordvintcev P. I., Malenkova I. V., Vanin A. F., Similarity between the vasorelaxing activity of dinitrosyl iron cysteine complexes and endothelium-derived relaxing factor European Journal of Pharmacology 1992 211 3 313 317
30. Flitney F. W., Megson I. L., Flitney D. E., Butler A. R., Iron-sulphur cluster nitrosyls, a novel class of nitric oxide generator: mechanism of vasodilator action on rat isolated tail artery British Journal of Pharmacology 1992 107 3 842 848
31. Flitney F. W., Megson I. L., Thomson J. L. M., Kennovin G. D., Butler A. R., Vasodilator responses of rat isolated tail artery enhanced by oxygen-dependent, photochemical release of nitric oxide from iron-sulphur-nitrosyls British Journal of Pharmacology 1996 117 7 1549 1557 (Pubitemid 26116784)
32. Sanina N. A., Syrtsova L. A., Shkondina N. I., Rudneva T. N., Malkova E. S., Bazanov T. A., Kotel'nikov A. I., Aldoshin S. M., Reactions of sulfur-nitrosyl iron complexes of g = 2.03 family with hemoglobin (Hb): kinetics of Hb-NO formation in aqueous solutions Nitric Oxide: Biology and Chemistry 2007 16 2 181 188 (Pubitemid 46149389)
33. Vanin A. F., Iron diethyldithiocarbamate as spin trap for nitric oxide detection Methods in Enzymology 1998 301 269 279 (Pubitemid 28489789)
34. Timoshin A. A., Gubkina S. A., Orlova T. R., Ruuge E. K., Vanin A. F., Chazov E. I., Study of the nitric oxide level in the tissues of rat organs and its changes after a long-term inhalation of the air with increased no content Doklady Biochemistry and Biophysics 2009 425 1 110 113
35. Timoshin A. A., Vanin A. F., Orlova T. R., Sanina N. A., Ruuge E. K., Aldoshin S. M., Chazov E. I., Protein-bound dinitrosyl-iron complexes appearing in blood of rabbit added with a low-molecular dinitrosyl-iron complex: EPR studies Nitric Oxide: Biology and Chemistry 2007 16 2 286 293 (Pubitemid 46149388)
36. Vanin A. F., Malenkova I. V., Mordvintsev O. I., Mlsch A., Dinitrosyl iron complexes with thiol-containing ligands and their reversible conversion into nitrosothiols Biochemistry (Moscow) 1993 58 7 1094 1103
37. Boese M., Mordvintcev P. I., Vanin A. F., Busse R., Mlsch A., S-nitrosation of serum albumin by dinitrosyl-iron complex Journal of Biological Chemistry 1995 270 49 29244 29249
38. Mayer B., Kleschyov A. L., Stessel H., Russwurm M., Mnzel T., Koesling D., Schmidt K., Inactivation of soluble guanylate cyclase by stoichiometric S-nitrosation Molecular Pharmacology 2009 75 4 886 891
39. Vanin A. F., Malenkova I. V., Serezhenkov V. A., Iron catalyzes both decomposition and synthesis of S-nitrosothiols: optical and electron paramagnetic resonance studies Nitric Oxide: Biology and Chemistry 1997 1 3 191 203 (Pubitemid 28079396)
40. Bosworth C. A., Toledo J. C., Zmijewski J. W., Li Q., Lancaster J. R., Dinitrosyliron complexes and the mechanism(s) of cellular protein nitrosothiol formation from nitric oxide Proceedings of the National Academy of Sciences of the United States of America 2009 106 12 4671 4676
41. Foster M. W., Liu L., Zeng M., Hess D. T., Stamler J. S., A genetic analysis of nitrosative stress Biochemistry 2009 48 4 792 799
42. Pearsall K. A., Bonner B. T., Aqueous nitrosyl iron(II) chemistry. 2. Kinetics and mechanism of nitric oxide reduction. The dinitrodsyl complex Inorganic Chemistry 1982 21 1978 1985
43. Vanin A. F., Malenkova I. V., Iron is a catalyst of cysteine and glutathione S-nitrosation on contact with nitric oxide in aqueous solutions at neutral pH Biochemistry (Moscow) 1996 61 3 505 513
44. Enemark J. H., Feltham R. D., Principles of structure, bonding, and reactivity for metal nitrosyl complexes Coordination Chemistry Reviews 1974 13 4 339 406
45. D'Autréaux B., Horner O., Oddou J. L., Jeandey C., Gambarelli S., Berthomieu C., Latour J. M., Michaud-Soret I., Spectroscopic description of the two nitrosyl-iron complexes responsible for fur inhibition by nitric oxide Journal of the American Chemical Society 2004 126 19 6005 6016 (Pubitemid 38637968)
46. Stojanovic S., Stanic D., Nicolic M., Spasic M., Niketic V., Iron catalyzed conversion of NO into nitrosonim (NO +) and nitroxyl (NO -) species Nitric Oxide: Biology and Chemistry 2004 11 3 256 262 (Pubitemid 39573527)
47. Bonner M. T., Stedman G., Feelisch M., Stamler J. S., The chemistry of nitric oxide and redox-related species Methods of Nitric Oxide Research 1996 New York, NY, USA John Wiley Sons 3 18
48. Vanin A. F., On the stability of the dinitrosyl-iron comlex, a candidate for the endothelium-derived relaxing factor Biochemistry (Moscow) 1995 60 225 230
49. Vanin A. F., Papina A. A., Serezhenkov V. A., Koppenol W. H., The mechanisms of S-nitrosothiol decomposition catalyzed by iron Nitric Oxide: Biology and Chemistry 2004 10 2 60 73 (Pubitemid 38607348)
50. Burbaev D. Sh., Vanin D. Sh., Blumenfeld L. A., Electronic and spatial structures of paramagnetic dinitrosyl complexes with bivalent iron Zhurnal Strukturnoi Khimii 1971 12 252 256
51. Burbaev D. Sh., Study by EPR method of compounds modeling non-heme iron complexes of biological systems, Ph.D. thesis 1971 Moscow, Russia Moscow State University
52. Garifianov N. S., Luchkina S. A., EPR of some nitrosyl compounds of iron Doklady Akademii Nauk SSSR 1969 189 779 782
53. McGarvey B. R., Theory of the spin hamiltonian parameters for low spin cobalt (II) complexes Canadian Journal of Chemistry 1975 53 16 2498 2511
54. Vanin A. F., Sanina N. A., Serezhenkov V. A., Burbaev D. Sh., Lozinsky V. I., Aldoshin S. M., Dinitrosyl-iron complexes with thiol-containing ligands: spatial and electronic structures Nitric Oxide: Biology and Chemistry 2007 16 1 82 93 (Pubitemid 44820888)
55. Vanin A. F., Burbaev D. Sh., Mardanyan S. S., Nalbandyan R. M., Mutuskin A. A., Pshonova K. V., On the coordination of iron in iron-sulfur proteins with thiol groups Proceedings of the IY International Biophysics Congress Part 2 1973 Moscow, Russia 678 683
56. Jain S. C., Reddy K. V., Reddy T. R., EPR of low spin d 7 Fe +, Co 2+, and Ni 3+ cyanide complexes in NacL and KCl Journal of Chemical Physics 1975 62 11 4366 4372
57. Drago R. S., Physical Methods in Chemistry 1977 Philadelphia, Pa, USA WB Saunders
58. Radn M., Broclawik E., Pierloot K., Electronic structure of selected {Fe(NO)} 7 complexes in heme and non-heme architectures: a density functional and multireference ab initio study Journal of Physical Chemistry B 2010 114 3 1518 1528
59. Serres R. G., Grapperhaus C. A., Bothe E., Bill E., Weyhermller T., Neese F., Wieghardt K., Structural, spectroscopic, and computational study of an octahedral, non-heme {FeNO} 6-8 series: [Fe(NO)(cyclam-ac)] 2+1+10 Journal of the American Chemical Society 2004 126 16 5138 5153
60. Chiang C. Y., Miller M. L., Reibenspies J. H., Darensbourg M. Y., Bismercaptoethanediazacyclooctane as a N 2 S 2 chelating agent and Cys-X-Cys mimic for Fe(NO) and Fe(NO) 2 Journal of the American Chemical Society 2004 126 35 10867 10874 (Pubitemid 39180571)
61. Manoharan P. T., Gray H. B., Electronic structure of nitroprusside ion Journal of the American Chemical Society 1965 87 15 3340 3348
62. van Voorst J. D. W., Hemmerich P., Electron spin resonance of [Fe(CN) 5 NO] 3- and [Fe(CN) 5 NOH] 2- The Journal of Chemical Physics 1966 45 11 3914 3918
63. Schmidt J., Khr H., Dorn W. L., Kopf J., Nitrosyl-tetracyano-ferrat(II) Inorganic and Nuclear Chemistry Letters 1974 10 1 55 61
64. McNeil D. A. C., Raynor J. B., Symons M. C. R., Structure and reactivity of transition-metal complexes with polyatomic ligands. Part I. Electron spin resonance spectra of [Mn(CN) 5 NO] 2- and [Fe(CN) 5 NO] 3- Journal of the Chemical Society A 1965 410 415
65. Goodman B., Raynor J., Simons M., Electron spin resonance of Bis(N,N-direthyldithiocarbamato) nitrosyl iron Journal of the Chemical Society A 1969 2572 2575
66. Lu T. T., Lai S. Z., Li Y. W., Discrimination of mononuclear and dinuclear dinitrosyl iron complexes (DNICs) by SK-edge X-ray absorption spectroscopy: insight into the electronic structure and reactivity of DNICs Inorganic Chemistry 2011 50 12 5396 5406
67. Shestakov A. F., Shul'ga Yu. M., Emel'yanova N. S., Sanina N. A., Aldoshin S. M., Molecular and electronic structure and IR spectra of mononuclear dinitrosyl iron complex [Fe(SC 2 H 3 N 3) (SC 2 H 2 N 3)(NO) 2 ]: a theoretical study Russian Chemical Bulletin 2007 56 7 1289 1297
68. Tsai M. C., Tsai F. T., Lu T. T., Tsai M. L., Wei Y. C., Hsu I. J., Lee J. F., Liaw W. F., Relative binding affinity of thiolate, imidazolate, phenoxide, and nitrite toward the {Fe(NO) 2 } motif of dinitrosyl iron complexes (DNICS): the characteristic pre-edge energy of {Fe(NO) 2 } 9 DNICS Inorganic Chemistry 2009 48 19 9579 9591
69. Ye S., Neese F., The unusual electronic structure of dinitrosyl iron complexes Journal of the American Chemical Society 2010 132 11 3646 3647
70. Williams D. L. H., Nitrosation Reactions and the Chemistry of Nitric Oxide 2004 Elsevier
71. Chen Y. I., Ku W. C., Feng L. T., Tsai M. L., Hsieh C. H., Hsu W. H., Liaw W. F., Hung C. H., Chen Y. J., Nitric oxide physiological responses and delivery mechanisms probed by water-soluble Roussin's red ester and {Fe(NO) 2 } 10 DNIC Journal of the American Chemical Society 2008 130 33 10929 10938
72. Vanin A. F., Aliev D. I., High spin nitrosyl non-heme iron complexes in animal tissues Studia Biofizika 1983 93 63 68
73. Yablokov Yu. V., Voronkova V. K., Mossina V. P., Paramagnetic Resonance Exchange Clusters (Rus) 1988 Moscow, Russia Nauka
74. Hagen W. R., EPR spectroscopy of iron-sulfur proteins Advances in Inorganic Chemistry 1992 38 165 222
75. Hsu I. J., Hsieh C. H., Ke S. C., Chiang K. A., Lee J. M., Chen J. M., Jang L. Y., Lee G. H., Wang Y., Liaw W. F., New members of a class of iron-thiolate-nitrosyl compounds: trinuclear iron-thiolate-nitrosyl complexes containing Fe 3 S 6 core Journal of the American Chemical Society 2007 129 5 1151 1159 (Pubitemid 46208584)
76. Finn C. B. P., Orbach R., Wolf W. P., Spin-lattice relaxation in cerium magnesium nitrate at liquid helium temperature: a new process Proceedings of the Physical Society A 1961 77 494 261 268
77. Orbach R., Spin-lattice relaxation in rare-earth salts Proceedings of the Royal Society A 1961 264 1319 458 484
78. Abragam A., Bleaney B., Electron Paramagnetic Resonance of Transition Ions 1970 Oxford, UK Clarendon Press
79. Gayda J. P., Gibson J. F., Cammack R., Hall D. O., Mullinger R., Spin lattice relaxation and exchange interaction in a 2 iron, 2 sulphur protein Biochimica et Biophysica Acta 1976 434 1 154 163
80. Chen T. N., Lo F. C., Tsai M. L., Shih K. N., Chiang M. H., Lee G. H., Liaw W. F., Dinitrosyl iron complexes [E 5 Fe(NO) 2 ] - (E=S,Se): a precursor of Roussin's black salt [Fe 4 E 3 (NO) 7 ] - Inorganica Chimica Acta 2006 359 8 2525 2533
81. Giliano N. Ya., Konevega L. V., Noskin L. A., Serezhenkov V. A., Poltorakov A. P., Vanin A. F., Dinitrosyl iron complexes with thiol-containing ligands and apoptosis: studies with HeLa cell cultures Nitric Oxide: Biology and Chemistry 2011 24 3 151 159
82. Yalowich J. C., Gorbunov N. V., Kozlov A. V., Allan W., Kagan V., Mechanisms of nitric oxide protection against tert-butyl hydroperoxide-induced cytotoxicity in iNOS-transduced human erythroleucemia cells Biochemistry 1999 38 10691 10698
83. Kim Y. M., Chung H. T., Simmons R. L., Billiar T. R., Cellular non-heme iron content is a determinant of nitric oxide-mediated apoptosis, necrosis, and caspase inhibition Journal of Biological Chemistry 2000 275 15 10954 10961 (Pubitemid 30212732)
84. Zhuang S., Simon G., Peroxynitrite-induced apoptosis involves activation of multiple caspases in HL-60 cells American Journal of Physiology 2000 279 2 C341 C351
85. Kleschyov A. L., Strand S., Schmitt S., Gottfried D., Skatchkov M. V., Sjakste N., Daiber A., Umansky V., Munzel T., Dinitrosyl-iron triggers apoptosis in Jurkat cells despite overexpression of Bcl-2 Free Radical Biology and Medicine 2006 40 8 1340 1348
86. de Luca A., Moroni N., Serafino A., Treatment of doxorubicin resistant MCF7/Dx cells with nitric oxide causes histone glutathionylation and reverseal of drug resistance Biochemical Journal 2011 440 175 183
87. Ji Y., Akerboom T. P. M., Sies H., Thomas J. A., S-nitrosylation and S-glutathiolation of protein sulfhydryls by S-nitroso glutathione Archives of Biochemistry and Biophysics 1999 362 1 67 78 (Pubitemid 29391652)
88. Hogg N., Biological chemistry and clinical potential of S-nitrosothiols Free Radical Biology and Medicine 2000 28 10 1478 1486 (Pubitemid 30604230)
89. Coles S. J., Easton P., Sharrod H., Hutson S. M., Hancock J., Patel V. B., Conway M. E., S-nitrosoglutathione inactivation of the mitochondrial and cytosolic BCAT proteins: S-nitrosation and s-thiolation Biochemistry 2009 48 3 645 656
90. Tao L., English A. M., Protein S-glutathiolation triggered by decomposed S-nitrosoglutathione Biochemistry 2004 43 13 4028 4038 (Pubitemid 38437069)