Reductive nitrosylation and peroxynitrite-mediated oxidation of heme-hemopexin

FEBS Journal

Volumn 274, Issue 2, 2007, Pages 551-562

  Ascenzi, Paolo ^a,b   Bocedi, Alessio ^b   Antonini, Giovanni ^a   Bolognesi, Martino ^c   Fasano, Mauro ^d  

^a ROMA TRE UNIVERSITY   (Italy)

^b NATIONAL INSTITUTE FOR INFECTIOUS DISEASES L SPALLANZANI   (Italy)

^c UNIVERSITY OF MILAN   (Italy)

^d UNIVERSITY OF INSUBRIA   (Italy)

Author keywords

Nitric oxide; Peroxynitrite; Peroxynitrite mediated oxidation; Rabbit hemopexin; Reductive nitrosylation

Indexed keywords

CARBON DIOXIDE; HEME; HEMOPEXIN; NITRIC OXIDE; OXIDIZING AGENT; PEROXYNITRITE; SCAVENGER;

ARTICLE; BINDING AFFINITY; CONTROLLED STUDY; KINETICS; NITROSYLATION; NONHUMAN; OXIDATION; PH; PRIORITY JOURNAL; PROTEIN BINDING; PROTEIN INTERACTION; RABBIT;

ANIMALS; CARBON DIOXIDE; HEME; HEMOPEXIN; HUMANS; KINETICS; MODELS, CHEMICAL; MODELS, MOLECULAR; MOLECULAR CONFORMATION; NITRIC OXIDE; NITROGEN; OXYGEN; PEROXYNITROUS ACID; RABBITS; TIME FACTORS;

ORYCTOLAGUS CUNICULUS;

EID: 33845995064     PISSN: 1742464X     EISSN: 17424658     Source Type: Journal    
DOI: 10.1111/j.1742-4658.2006.05609.x     Document Type: Article

References (75)

1. Hunt RC, Handy I & Smith A (1996) Heme-mediated reactive oxygen species toxicity to retinal pigment epithelial cells is reduced by hemopexin. J Cell Physiol 168, 81-86.
2. Hunt RC, Hunt DM, Gaur N & Smith A (1996) Hemopexin in the human retina: protection of the retina against heme-mediated toxicity. J Cell Physiol 168, 71-80.
3. Peters T Jr, ed. (1996) All About Albumin: Biochemistry, Genetics and Medical Applications. Academic Press, San Diego, CA.
4. Miller YI & Shaklai N (1999) Kinetics of hemin distribution in plasma reveals its role in lipoprotein oxidation. Biochim Biophys Acta 1454, 153-164.
5. Conrad ME & Umbreit JN (2000) Iron absorption and transport - an update. Am J Hematol 64, 287-298.
6. Delanghe JR & Langlois MR (2001) Hemopexin: a review of biological aspects and the role in laboratory medicine. Clin Chim Acta 312, 13-23.
7. Conrad ME & Umbreit JN (2002) Pathways of iron absorption. Blood Cell Mol Dis 29, 336-355.
8. Goswami T, Rolfs A & Hediger MA (2002) Iron transport: emerging roles in health and disease. Biochem Cell Biol 80, 679-689.
9. Mattu M, Fasano M, Spallarossa A, Bolognesi M & Ascenzi P (2002) Hemopexin: the primary specific carrier of plasma heme. Biochem Mol Biol Educ 30, 332-335.
10. Tolosano E & Altruda F (2002) Hemopexin: structure, function, and regulation. DNA Cell Biol 21, 297-306.
11. Baker HM, Anderson BF & Baker EN (2003) Dealing with iron: common structural principles in proteins that transport iron and heme. Proc Natl Acad Sci USA 100, 3579-3583.
12. Ascenzi P, Bocedi A, Visca P, Altruda F, Tolosano E, Beringhelli T & Fasano M (2005) Hemoglobin and heme scavenging. IUBMB Life 57, 749-759.
13. Braun V (2005) Bacterial iron transport related to virulence. Contrib Microbiol 12, 210-233.
14. Fasano M, Curry S, Terreno E, Galliano M, Fanali G, Narciso P, Notari S & Ascenzi P (2005) The extraordinary ligand-binding properties of human serum albumin. IUBMB Life 57, 787-796.
15. Hvidberg V, Maniecki MB, Jacobsen C, Hojrup P, Moller HJ & Moestrup SK (2005) Identification of the receptor scavenging hemopexin-heme complexes. Blood 106, 2572-2579.
16. Paoli M, Anderson BF, Baker HM, Morgan WT, Smith A & Baker EN (1999) Crystal structure of hemopexin reveals a novel high-affinity heme site formed between two β-propeller domains. Nat Struct Biol 6, 926-931.
17. Fasano M, Mattu M, Coletta M & Ascenzi P (2002) The heme-iron geometry of ferrous nitrosylated heme-serum lipoproteins, hemopexin, and albumin: a comparative EPR study. J Inorg Biochem 91, 487-490.
18. Kharitonov VG, Sharma VS, Magde D & Koesling D (1997) Kinetics of nitric oxide dissociation from five- and six-coordinate nitrosyl hemes and heme proteins, including soluble guanylate cyclase. Biochemistry 36, 6814-6818.
19. Baroni S, Mattu M, Vannini A, Cipollone R, Aime S, Ascenzi P & Fasano M (2001) Effect of ibuprofen and warfarin on the allosteric properties of haem-human serum albumin. A spectroscopic study. Eur J Biochem 268, 6214-6220.
20. Mattu M, Vannini A, Coletta M, Fasano M & Ascenzi P (2001) Effect of bezafibrate and clofibrate on the heme-iron geometry of ferrous nitrosylated heme-human serum albumin: an EPR study. J Inorg Biochem 84, 293-296.
21. 2 and CO binding properties of artificial hemoproteins formed by complexing iron protoporphyrin IX with human serum albumin mutants. J Am Chem Soc 127, 15933-15942.
22. Monzani E, Bonafè B, Fallarini A, Redaelli C, Casella L, Minchiotti L & Galliano M (2001) Enzymatic properties of hemalbumin. Biochim Biophys Acta 1547, 302-312.
23. Muller-Eberhard U & Grizzuti K (1971) Conformational studies on human and rabbit plasma hemopexin and on the effect of ligands on the rabbit heme-hemopexin complex. Biochemistry 10, 2062-2066.
24. Shaklai N, Sharma VS, Muller-Eberhard U & Morgan WT (1981) The interaction of heme-hemopexin with CO. J Biol Chem 256, 1544-1548.
25. Shipulina N, Hunt RC, Shaklai N & Smith A (1998) Coordination of nitric oxide by heme-hemopexin. J Protein Chem 17, 255-260.
26. Fasano M, Bocedi A, Mattu M, Coletta M & Ascenzi P (2004) Nitrosylation of rabbit ferrous heme-hemopexin. J Biol Inorg Chem 9, 800-806.
27. 2-Mediated oxidation of hemopexin-heme (II)-NO. Biochem Biophys Res Commun 345, 704-712.
28. Herold S (2004) The outer-sphere oxidation of nitrosyl-iron(II) hemoglobin by peroxynitrite leads to the release of nitrogen monoxide. Inorg Chem 43, 3783-3785.
29. Shipulina N, Smith A & Morgan WT (2000) Heme binding by hemopexin: evidence for multiple modes of binding and functional implications. J Protein Chem 19, 239-248.
30. Herold S & Puppo A (2005) Kinetics and mechanistic studies of the reactions of metleghemoglobin, ferrylleghemoglobin, and nitrosylleghemoglobin with reactive nitrogen species. J Biol Inorg Chem 10, 946-957.
31. Hoshino M, Maeda M, Konishi R, Seki H & Ford PC (1996) Studies on the reaction mechanism for reductive nitrosylation of ferrihemoproteins in buffer solutions. J Am Chem Soc 118, 5702-5707.
32. Herold S, Fago A, Weber RE, Dewilde S & Moens L (2004) Reactivity studies of the Fe(III) and Fe(II)NO forms of human neuroglobin reveal a potential role against oxidative stress. J Biol Chem 279, 22841-22847.
33. Boffi A, Sarti P, Amiconi G & Chiancone E (2002) The interplay between heme iron and protein sulfhydryls in the reaction of dimeric Scapharca inaequivalvis hemoglobin with nitric oxide. Biophys Chem 98, 209-216.
34. Coletta M, Angeletti M, De Sanctis G, Cerroni L, Giardina B, Amiconi G & Ascenzi P (1996) Kinetic evidence for the existence of a rate-limiting step in the reaction of ferric hemoproteins with anionic ligands. Eur J Biochem 235, 49-53.
35. Couture M, Das TK, Lee HC, Peisach J, Rousseau DL, Wittenberg BA, Wittenberg JB & Guertin M (1999) Chlamydomonas chloroplast ferrous hemoglobin. Heme pocket structure and reactions with ligands. J Biol Chem 274, 6898-6910.
36. Hoshino M, Oawa K, Seki H & Ford PC (1993) Photochemistry of nitric oxide adducts of water-soluble iron(III) porphyrin and ferrihemoproteins studied by nanosecond laser photolysis. J Am Chem Soc 115, 9568-9575.
37. Banci L, Bertini I, Huber JG, Spyroulias GA & Turano P (1999) Solution structure of reduced horse heart cytochrome c. J Biol Inorg Chem 4, 21-31.
38. Pesce A, Dewilde S, Nardini M, Moens L, Ascenzi P, Hankeln T, Burmester T & Bolognesi M (2003) Human brain neuroglobin structure reveals a distinct mode of controlling oxygen affinity. Structure 11, 1087-1095.
39. Rohlfs RJ, Olson JS & Gibson QH (1988) A comparison of the geminate recombination kinetics of several monomeric heme proteins. J Biol Chem 263, 1803-1813.
40. Moore EG & Gibson QH (1976) Cooperativity in the dissociation of nitric oxide from hemoglobin. J Biol Chem 251, 2788-2794.
41. Van Doorslaer S, Dewilde S, Kiger L, Nistor SV, Goovaerts E, Marden MC & Moens L (2003) Nitric oxide binding properties of neuroglobin. A characterization by EPR and flash photolysis. J Biol Chem 278, 4919-4925.
42. Vallone B, Nienhaus K, Brunori M & Nienhaus GU (2004) The structure of neuroglobin. Novel pathways for ligand migration and binding. Proteins 56, 85-92.
43. Vallone B, Nienhaus K, Matthes A, Brunori M & Nienhaus GU (2004) The structure of carbonmonoxy neuroglobin reveals a heme-sliding mechanism for control of ligand affinity. Proc Natl Acad Sci USA 101, 17351-17356.
44. Chiancone E & Gibson QH (1989) Ligand binding to the dimeric hemoglobin from Scapharca inaequivalvis, a hemoglobin with a novel mechanism for cooperativity. J Biol Chem 264, 21062-21065.
45. Cassoly R & Gibson QH (1975) Conformation, co-operativity and ligand binding in human hemoglobin. J Mol Biol 91, 301-313.
46. de Sanctis D, Pesce A, Nardini M, Bolognesi M, Bocedi A & Ascenzi P (2004) Structure-function relationships in the growing hexa-coordinate hemoglobin sub-family. IUBMB Life 56, 643-651 [Erratum: (2005) 57, 459-460].
47. Herold S & Boccini F (2006) NO release from MbFe(II)NO and HbFe(II)NO after oxidation by peroxynitrite. Inorg Chem 45, 6933-6943.
48. Herold S & Puppo A (2005) Oxyleghemoglobin scavenges nitrogen monoxide and peroxynitrite: a possible role in functioning nodules? J Biol Inorg Chem 10, 935-945.
49. Herold S, Exner M & Boccini F (2003) The mechanism of the peroxynitrite-mediated oxidation of myoglobin in the absence and presence of carbon dioxide. Chem Res Toxicol 16, 390-402.
50. Boccini F & Herold S (2004) Mechanistic studies of the oxidation of oxyhemoglobin by peroxynitrite. Biochemistry 43, 16393-16404.
51. Goldstein S, Lind J & Merényi G (2005) Chemistry of peroxynitrites and peroxynitrates. Chem Rev 105, 2457-2470.
52. 2 modulate peroxynitrite specificity? IUBMB Life 58, 611-613.
53. Herold S, Shivashankar K & Mehl M (2002) Myoglobin scavenges peroxynitrite without being significantly nitrated. Biochemistry 41, 13460-13472.
54. Shipulina NV, Smith A & Morgan WT (2001) Effects of reduction and ligation of heme iron on the thermal stability of heme-hemopexin complexes. J Protein Chem 20, 145-154.
55. Mauk MR, Rosell FI, Lelj-Garolla B, Moore GR & Mauk AG (2005) Metal ion binding to human hemopexin. Biochemistry 44, 1864-1871.
56. Rosell FI, Mauk MR & Mauk AG (2005) pH- and metal ion-linked stability of the hemopexin-heme complex. Biochemistry 44, 1872-1879.
57. Maeda H & Akaike T (1998) Nitric oxide and oxygen radicals in infection, inflammation, and cancer. Biochemistry (Moscow) 63, 854-865.
58. Stamler J, Lamas S & Fang F (2001) Nitrosylation: the prototypic redox-based signaling mechanism. Cell 106, 675-683.
59. Nathan C (2004) The moving frontier in nitric oxide-dependent signaling. Science's STKE 52.
60. Shah V, Lyford G, Gores G & Farrugia G (2004) Nitric oxide in gastrointestinal health and disease. Gastroenterology 126, 903-913.
61. Marino M, Galluzzo P, Leone S, Acconcia F & Ascenzi P (2006) Nitric oxide impairs the 17β-estradiol-induced apoptosis in human colon adenocarcinoma cells. Endocrin Relat Cancer 13, 559-569.
62. Weiland TR, Kundu S, Trent III JT, Hoy JA & Hargrove MS (2004) Bis-histidyl haxacoordination in hemoglobins facilitates heme reduction kinetics. J Am Chem Soc 126, 11930-11935.
63. Herold S & Fago A (2005) Reactions of peroxynitrite with globin proteins and their possible physiological role. Comp Biochem Physiol Mol Integr Physiol 142, 124-129.
64. Mukai M, Mills CE, Poole RK & Yeh SR (2001) Flavohemoglobin, a globin with a peroxidase-like catalytic site. J Biol Chem 276, 7272-7277.
65. Berglund GL, Carlsson GH, Smith AT, Szoke H, Henriksen A & Hajdu J (2002) The catalytic pathway of horseradish peroxidase at high resolution. Nature 417, 463-468.
66. Ermler U, Siddiqui RA, Cramm R & Friedrich B (1995) Crystal structure of the flavohemoglobin from Alcaligenes eutrophus at 1.75 Å resolution. EMBO J 14, 6067-6077.
67. Ilari A, Bonamore A, Farina A, Johnson KA & Boffi A (2002) The X-ray structure of ferric Escherichia coli flavohemoglobin reveals an unexpected geometry of the distal heme pocket. J Biol Chem 277, 23725-23732.
68. Antonini E, Ascenzi P, Bolognesi M, Menegatti E & Guarneri M (1983) Transient removal of proflavine inhibition of bovine β-trypsin by the bovine basic pancreatic trypsin inhibitor (Kunitz). A case for 'chronosteric effects'. J Biol Chem 258, 4676-4678.
69. Antonini E & Brunori M (1971) Hemoglobin and Myoglobin in Their Reactions with Ligands. North-Holland, Amsterdam.
70. Radi R, Beckman JS, Bush KM & Freeman BA (1991) Peroxynitrite oxidation of sulfhydryls. The cytotoxic potential of superoxide and nitric oxide. J Biol Chem 266, 4244-4250.
71. Koppenol WH, Kissner R & Beckman JS (1996) Syntheses of peroxynitrite: to go with the flow or on solid grounds? Methods Enzymol 269, 296-302.
72. Morgan WT, Muster P, Tatum F, Kao S-M, Alam J & Smith A (1993) Identification of the histidine residues of hemopexin that coordinate with heme-iron and of a receptor-binding region. J Biol Chem 268, 6256-6262.
73. Bateman H (1910) Solution of a system of differential equations occurring in the theory of radio-active transformations. Proc Cambridge Phil Soc 15, 423-427.
74. Sharma VS, Traylor TG, Gardiner R & Mizukami H (1987) Reaction of nitric oxide with heme proteins and model compounds of hemoglobin. Biochemistry 26, 3837-3843.
75. Guex N & Peitsch MC (1997) SWISS-MODEL and the Swiss-PdbViewer: an environment for comparative protein modeling. Electrophoresis 18, 2714-2723.