Peroxynitrite

General Pharmacology: The Vascular System - Tập 31 Số 2 - Trang 179-186 - 1998
Michael P. Murphy1, Michael A. Packer1, Jared L. Scarlett1, Stephen W. Martin1
1Department of Biochemistry, University of Otago, Box 56, Dunedin, New Zealand [Fax: +64-3-479-7866

Tóm tắt

Từ khóa


Tài liệu tham khảo

Ames, 1993, Oxidants, antioxidants, and the degenerative diseases of aging, Proc. Natl. Acad. Sci. USA, 90, 7915, 10.1073/pnas.90.17.7915

Augusto, 1994, Spin-trapping studies of peroxynitrite decomposition and of 3-morpholinosydnonimine N-ethylcarbamide autooxidation, Arch. Biochem. Biophys., 310, 118, 10.1006/abbi.1994.1147

Baggiolini, 1990, Turning on the respiratory burst, Trends Biochem. Sci., 15, 69, 10.1016/0968-0004(90)90179-F

Barker, 1996, Glutathione protects astrocytes from peroxynitrite-mediated mitochondrial damage, Dev. Neurosci, 18, 391, 10.1159/000111432

Bates, 1995, Immunocytochemical evidence for a mitochondrially located nitric oxide synthase in brain and liver, Biochem. Biophys. Res. Commun., 213, 896, 10.1006/bbrc.1995.2213

Beckman, 1994, Peroxynitrite versus hydroxyl radical, Annal. NY Acad. Sci., 738, 69, 10.1111/j.1749-6632.1994.tb21791.x

Beckman, 1996, Nitric oxide, superoxide, and peroxynitrite, Am. J. Physiol., 271, C1424, 10.1152/ajpcell.1996.271.5.C1424

Beckman J. S. and Tsai J.-H. (1994) Reactions and diffusion of nitric oxide and peroxynitrite. The Biochemist Oct/Nov, 8–10.

Beckman, 1990, Apparent hydroxyl radical production by peroxynitrite, Proc. Natl. Acad. Sci. USA, 87, 1620, 10.1073/pnas.87.4.1620

Beckman, 1992, Kinetics of superoxide dismutase- and iron-catalyzed nitration of phenolics by peroxynitrite, Arch. Biochem. Biophys., 298, 438, 10.1016/0003-9861(92)90432-V

Beckman, 1994, Oxidative chemistry of peroxynitrite, Meth. Enzymol., 233, 229, 10.1016/S0076-6879(94)33026-3

Beckman, 1994, Extensive nitration of protein tyrosines in human atherosclerosis detected by immunohistochemistry, Biol. Chem. Hoppe-Seyler, 375, 81, 10.1515/bchm3.1994.375.2.81

Blough, 1985, Reaction of superoxide with nitric oxide to form peroxynitrite in alkaline aqueous solution, Inorg. Chem., 24, 3502, 10.1021/ic00216a003

Bohle, 1994, Biomimetic synthesis of the putative cytotoxin, peroxynitrite, ONOO−, and its characterization as a tetramethylammonium salt, J. Am. Chem. Soc., 116, 7423, 10.1021/ja00095a062

Bonfoco, 1995, Apoptosis and necrosis, Proc. Natl. Acad. Sci. USA, 92, 7162, 10.1073/pnas.92.16.7162

Bredt, 1994, Nitric oxide, Annu. Rev. Biochem., 63, 175, 10.1146/annurev.bi.63.070194.001135

Brown, 1995, Nitric oxide regulates mitochondrial respiration and cell functions by inhibiting cytochrome oxidase, FEBS Lett., 369, 136, 10.1016/0014-5793(95)00763-Y

Brunelli, 1995, The comparative toxicity of nitric oxide and peroxynitrite to Escherichia coli, Arch. Biochem. Biophys., 316, 327, 10.1006/abbi.1995.1044

Cassina, 1996, Differential inhibitory action of nitric oxide and peroxynitrite on mitochondrial electron transport, Arch. Biochem. Biophys., 328, 309, 10.1006/abbi.1996.0178

CaZevieille, 1993, Superoxide and nitric oxide cooperation in hypoxia/reoxygenation-induced neuron injury, Free Rad. Biol. Med., 14, 389, 10.1016/0891-5849(93)90088-C

Chance, 1979, Hydroperoxide metabolism in mammalian organs, Physiol. Rev., 59, 527, 10.1152/physrev.1979.59.3.527

Crompton, 1993, On the involvement of a mitochondrial pore in reperfusion injury, Basic Res. Cardiol., 88, 513, 10.1007/BF00795416

Crow, 1995, Quantitation of protein tyrosine, 3-nitrotyrosine, and 3-aminotyrosine utilizing HPLC and intrinsic ultraviolet absorbance, Methods, 7, 116, 10.1006/meth.1995.1017

Crow, 1996, The importance of superoxide in nitric oxide-dependent toxicity, Adv. Exp. Med. Biol., 387, 147, 10.1007/978-1-4757-9480-9_21

Denicola, 1996, Peroxynitrite reaction with carbon dioxide/bicarbonate, Arch. Biochem. Biophys., 333, 49, 10.1006/abbi.1996.0363

Ellman, 1979, A precise method for the determination of whole blood and plasma sulfhydryl groups, Anal. Biochem, 93, 98, 10.1016/S0003-2697(79)80122-0

Estevez, 1995, Peroxynitrite-induced cytotoxicity in PC12 cells, J. Neurochem., 65, 1543, 10.1046/j.1471-4159.1995.65041543.x

Gardner, 1991, Superoxide sensitivity of the Escherichia coli 6-phosphogluconate dehydratase, J. Biol. Chem., 266, 1478, 10.1016/S0021-9258(18)52319-X

Gatti, 1994, Peroxynitrite-mediated oxidation of albumin to the protein-thiyl free radical, FEBS Lett., 348, 287, 10.1016/0014-5793(94)00625-3

Goldstein, 1995, The reaction of NO• with O2•− and HO2•−, Free Rad. Biol. Med., 19, 505, 10.1016/0891-5849(95)00034-U

Goldstein, 1996, Direct and indirect oxidations by peroxynitrite neither involving the hydroxyl radical, Free Rad. Biol. Med., 21, 965, 10.1016/S0891-5849(96)00280-8

Gryglewski, 1986, Superoxide anion is involved in the breakdown of endothelium-derived vascular relaxing factor, Nature, 320, 454, 10.1038/320454a0

Gunter, 1994, Mitochondrial calcium transport, Am. J. Physiol., 267, C313, 10.1152/ajpcell.1994.267.2.C313

Halliwell, 1989

Hogg, 1992, Production of hydroxyl radicals from the simultaneous generation of superoxide and nitric oxide, Biochem. J., 281, 419, 10.1042/bj2810419

Huang, 1994, Effects of cerebral ischemia in mice deficient in neuronal nitric oxide synthase, Science, 265, 1883, 10.1126/science.7522345

Hughes M. N. and Nicklin H. G. (1968) The chemistry of pernitrites. Part 1. Kinetics of decomposition of pernitrous acid. J. Chem. Soc. A, 450–452.

Huie, 1993, The reaction of NO with superoxide, Free Radical Res. Commun., 18, 195, 10.3109/10715769309145868

Inoue, 1995, Oxidative DNA damage induced by simultaneous generation of nitric oxide and superoxide, FEBS Lett., 371, 86, 10.1016/0014-5793(95)00873-8

Irani, 1997, Mitogenic signalling mediated by oxidants in Ras-transformed fibroblasts, Science, 275, 1649, 10.1126/science.275.5306.1649

Ischiropoulos, 1995, Peroxynitrite-mediated oxidative protein modifications, FEBS Lett., 364, 279, 10.1016/0014-5793(95)00307-U

Ischiropoulos, 1992, Peroxynitrite formation from macrophage-derived nitric oxide, Arch. Biochem. Biophys., 298, 446, 10.1016/0003-9861(92)90433-W

Ischiropoulos, 1992, Peroxynitrite-mediated tyrosine nitration catalysed by superoxide dismutase, Arch. Biochem. Biophys., 298, 431, 10.1016/0003-9861(92)90431-U

Ischiropoulos, 1995, Detection of peroxynitrite, Methods, 7, 109, 10.1006/meth.1995.1016

Karoui, 1996, Characterisation of sulfur-centred radical intermediates formed during the oxidation of thiols and sulfite by peroxynitrite, J. Biol. Chem., 271, 6000, 10.1074/jbc.271.11.6000

Kaur, 1994, Evidence for nitric oxide-mediated oxidative damage in chronic inflammation, FEBS Lett., 350, 9, 10.1016/0014-5793(94)00722-5

Kelm, 1988, Nitric oxide release from the isolated guinea pig heart, Eur. J. Pharmacol., 155, 317, 10.1016/0014-2999(88)90522-5

Klug, 1972, A direct demonstration of the catalytic action of superoxide dismutase through the use of pulse radiolysis, J. Biol. Chem., 247, 4839, 10.1016/S0021-9258(19)44987-9

Kong, 1996, Peroxynitrite disables the tyrosine phosphorylation regulatory mechanism, Proc. Natl. Acad. Sci. USA, 93, 3377, 10.1073/pnas.93.8.3377

Kooy, 1994, Peroxynitrite-mediated oxidation of dihydrorhodamine 123, Free Radical Biol. Med., 16, 149, 10.1016/0891-5849(94)90138-4

Koppenol, 1992, Peroxynitrite, a cloaked oxidant formed by nitric oxide and superoxide, Chem. Res. Toxicol., 5, 834, 10.1021/tx00030a017

Lancaster, 1994, Simulation of the diffusion and reaction of endogenously produced nitric oxide, Proc. Natl. Acad. Sci. USA, 91, 8137, 10.1073/pnas.91.17.8137

Lin, 1995, Peroxynitrite-induced apoptosis in HL-60 cells, J. Biol. Chem., 270, 16487, 10.1074/jbc.270.28.16487

Lizasoain, 1996, Nitric oxide and peroxynitrite exert distinct effects on mitochondrial respiration which are differentially blocked by glutathione or glucose, Biochem. J., 314, 877, 10.1042/bj3140877

Lymar, 1995, Rapid reaction between peroxynitrite ion and carbon dioxide, J. Am. Chem. Soc., 117, 8867, 10.1021/ja00139a027

MacMillan-Crow, 1996, Nitration and inactivation of manganese superoxide dismutase in chronic rejection of human renal allografts, Proc. Natl. Acad. Sci. USA, 93, 11853, 10.1073/pnas.93.21.11853

Malinski, 1992, Nitric oxide release from a single cell measured in situ by a porphyrinic-based microsensor, Nature, 358, 676, 10.1038/358676a0

Malinski, 1993, Nitric oxide measured by a porphyrinic microsensor in rat brain after transient middle cerebral artery occlusion, J. Cereb. Blood Flow Metab., 13, 355, 10.1038/jcbfm.1993.48

Mayer, 1995, Peroxynitrite-induced accumulation of cyclic GMP in endothelial cells and stimulation of purified soluble guanylyl cyclase, J. Biol. Chem., 270, 17355, 10.1074/jbc.270.29.17355

Mohr, 1994, Mechanism of covalent modification of glyceraldehyde-3-phosphate dehydrogenase at its active site thiol by nitric oxide, peroxynitrite and related nitrosating agents, FEBS Lett., 348, 223, 10.1016/0014-5793(94)00596-6

Muijsers, 1997, Peroxynitrite, Life Sci., 60, 1833, 10.1016/S0024-3205(96)00651-0

Ohshima, 1990, Nitrotyrosine as a new marker for endogenous nitrosation and nitration of proteins, Food Chem. Toxicol., 28, 647, 10.1016/0278-6915(90)90173-K

Packer, 1994, Peroxynitrite causes calcium efflux from mitochondria which is prevented by Cyclosporin A, FEBS Lett., 345, 237, 10.1016/0014-5793(94)00461-7

Packer, 1995, Peroxynitrite formed by simultaneous nitric oxide and superoxide generation causes Cyclosporin A-sensitive calcium efflux from mitochondria, Eur. J. Biochem., 234, 231, 10.1111/j.1432-1033.1995.231_c.x

Packer, 1996, Exposure to the parkinsonian neurotoxin 1-methyl-4-phenylpyridinium (MPP+) and nitric oxide simultaneously causes cyclosporin A-sensitive mitochondrial calcium efflux and depolarisation, Biochem. Pharmacol., 51, 267, 10.1016/0006-2952(95)02165-5

Packer, 1996, Mitochondrial superoxide production in the presence of nitric oxide leads to the formation of peroxynitrite, Biochem. Mol. Biol. Int., 40, 527

Packer, 1997, Induction of the mitochondrial permeability transition by peroxynitrite, Biochem. Soc. Trans., 25, 831, 10.1042/bst0250909

Petit, 1996, Mitochondria and programmed cell death, FEBS Lett., 396, 7, 10.1016/0014-5793(96)00988-X

Pfeiffer, 1997, Metabolic fate of peroxynitrite in aqueous solutions, J. Biol. Chem., 272, 3465, 10.1074/jbc.272.6.3465

Poderoso, 1996, Nitric oxide inhibits electron transfer and increases superoxide radical production in rat heart mitochondria and submitochondrial particles, Arch. Biochem. Biophys., 328, 85, 10.1006/abbi.1996.0146

Pryor, 1995, The chemistry of peroxynitrite, Am. J. Physiol., 268, L699

Pryor, 1995, A practical method for preparing peroxynitrite solutions of low ionic strength and free of hydrogen peroxide, Free Radical Biol. Med., 18, 75, 10.1016/0891-5849(94)00105-S

Pryor, 1996, Insensitivity of the rate of decomposition of peroxynitrite to changes in viscosity; evidence against free radical formation, J. Am. Chem. Soc, 118, 3125, 10.1021/ja9529955

Przedborski, 1996, Role of neuronal nitric oxide in 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP)-induced dopaminergic neurotoxicity, Proc. Natl. Acad. Sci. USA, 93, 4565, 10.1073/pnas.93.10.4565

Quijano, 1997, Pathways of peroxynitrite oxidation of thiol groups, Biochem. J., 322, 167, 10.1042/bj3220167

Radi, 1991, Peroxynitrite oxidation of sulfhydryls, J. Biol. Chem., 266, 4244, 10.1016/S0021-9258(20)64313-7

Radi, 1991, Peroxynitrite-induced membrane lipid peroxidation, Arch. Biochem. Biophys., 288, 481, 10.1016/0003-9861(91)90224-7

Radi, 1993, Peroxynitrite-induced luminol chemiluminescence, Biochem. J., 290, 51, 10.1042/bj2900051

Radi, 1994, Inhibition of mitochondrial electron transport by peroxynitrite, Arch. Biochem. Biophys., 308, 89, 10.1006/abbi.1994.1013

Reed, 1990, Glutathione, Annu. Rev. Pharmacol. Toxicol., 30, 603, 10.1146/annurev.pa.30.040190.003131

Richter, 1988, Normal oxidative damage to mitochondrial and nuclear DNA is extensive, Proc. Natl. Acad. Sci. USA, 85, 6465, 10.1073/pnas.85.17.6465

Rubbo, 1994, Peroxynitrite inactivates thiol-containing Trypanosoma cruzi energetic metabolism and inhibits cell respiration, Arch. Biochem. Biophys., 308, 96, 10.1006/abbi.1994.1014

Salgo, 1995, Peroxynitrite causes DNA nicks in plasmid pBR322, Biochem. Biophys. Res. Commun., 210, 1025, 10.1006/bbrc.1995.1759

Salgo, 1995, Peroxynitrite causes apoptosis in rat thymocytes, Biochem. Biophys. Res. Commun., 215, 1111, 10.1006/bbrc.1995.2578

Saxena, 1995, Enhanced induction of the mitochondrial permeability transition following acute menadione administration, Arch. Biochem. Biophys., 317, 79, 10.1006/abbi.1995.1138

Scarlett, 1996, Alterations to glutathione and nicotinamide nucleotides during the mitochondrial permeability transition induced by peroxynitrite, Biochem. Pharmacol., 52, 1047, 10.1016/0006-2952(96)99426-5

Schulz, 1995, Inhibition of neuronal nitric oxide synthase by 7-nitroindazole protects against MPTP-induced neurotoxicity in mice, J. Neurochem., 64, 936, 10.1046/j.1471-4159.1995.64020936.x

Schweizer, 1996, Peroxynitrite stimulates the pyridine nucleotide-linked Ca release from intact rat liver mitochondria, Biochemistry, 35, 4524, 10.1021/bi952708+

Sergei, 1995, Rapid reaction between peroxynitrite ion and carbon dioxide, J. Am. Chem. Soc., 117, 8867, 10.1021/ja00139a027

Shibuki, 1991, Endogenous nitric oxide release required for long-term synaptic depression in the cerebellum, Nature, 349, 326, 10.1038/349326a0

Shigenaga, 1994, Oxidative damage and mitochondrial decay in aging, Proc. Natl. Acad. Sci. USA, 91, 10771, 10.1073/pnas.91.23.10771

Sies, 1993, Strategies of antioxidant defense, Eur. J. Biochem., 215, 213, 10.1111/j.1432-1033.1993.tb18025.x

Slater, 1995, The role of intracellular oxidants in apoptosis, Biochim. Biophys. Acta., 1271, 59, 10.1016/0925-4439(95)00010-2

Squadrito, 1995, The formation of peroxynitrite in vivo from nitric oxide and superoxide, Chem. Biol. Interact., 96, 203, 10.1016/0009-2797(94)03591-U

Susin, 1996, Bcl-2 inhibits the mitochondrial release of an apoptogenic protease, J. Exp. Med., 184, 1, 10.1084/jem.184.4.1331

Szabo, 1995, Endogenous peroxynitrite is involved in the inhibition of mitochondrial respiration in immuno-stimulated J774.2 macrophages, Biochem. Biophys. Res. Commun., 209, 739, 10.1006/bbrc.1995.1561

Szabo, 1995, Peroxynitrite-mediated oxidation of dihydrorhodamine 123 occurs in early stages of endotoxic and hemorrhagic shock and ischemia-reperfusion injury, FEBS Lett., 372, 229, 10.1016/0014-5793(95)00984-H

Szabo, 1996, DNA strand breakage, activation of poly(ADP-ribose)synthetase, and cellular energy depletion are involved in the cytotoxicity in macrophages and smooth muscle cells exposed to peroxynitrite, Proc. Natl. Acad. Sci. USA, 93, 1753, 10.1073/pnas.93.5.1753

Troy, 1996, Downregulation of Cu/Zn superoxide dismutase leads to cell death via the nitric oxide-peroxynitrite pathway, J. Neurosci., 16, 253, 10.1523/JNEUROSCI.16-01-00253.1996

Uppu, 1996, Synthesis of peroxynitrite in a two-phase system using isoamyl nitrite and hydrogen peroxide, Anal. Biochem., 236, 242, 10.1006/abio.1996.0162

Uppu, 1996, Acceleration of peroxynitrite oxidations by carbon dioxide, Arch. Biochem. Biophys., 327, 335, 10.1006/abbi.1996.0131

van der Vliet, 1995, Tyrosine modification by reactive nitrogen species, Arch. Biochem. Biophys., 319, 341, 10.1006/abbi.1995.1303

van der Vliet, 1997, Formation of reactive nitrogen species during peroxidase-catalyzed oxidation of nitrate, J. Biol. Chem., 272, 7617, 10.1074/jbc.272.12.7617

Vayssiere, 1994, Commitment to apoptosis is associated with changes in mitochondrial biogenesis and activity in cell lines conditionally immortalized with simian virus 40, Proc. Natl. Acad. Sci. USA, 91, 11752, 10.1073/pnas.91.24.11752

Watts, 1995, Peroxynitrite-dependent chemiluminescence of amino acids, proteins, and intact cells, Arch. Biochem. Biophys., 317, 324, 10.1006/abbi.1995.1170

Wink, 1995, Nitric oxide protects against cellular damage by reactive oxygen species, Toxicol. Lett., 82, 221, 10.1016/0378-4274(95)03557-5

Winterbourn, 1993, Superoxide as an intracellular radical sink, Free Radical Biol. Med., 14, 85, 10.1016/0891-5849(93)90512-S

Xia, 1997, Superoxide and peroxynitrite generation from inducible nitric oxide synthase in macrophages, Proc. Natl. Acad. Sci. USA, 94, 6954, 10.1073/pnas.94.13.6954

Zamzami, 1996, Mitochondrial control of nuclear apoptosis, J. Exp. Med, 183, 1533, 10.1084/jem.183.4.1533

Zhang, 1997, Inhibition of peroxynitrite mediated oxidation of glutathione by carbon dioxide, Arch. Biochem. Biophys., 339, 183, 10.1006/abbi.1996.9863

Zhu, 1992, Bactericidal activity of peroxynitrite, Arch. Biochem. Biophys., 298, 452, 10.1016/0003-9861(92)90434-X

Zoratti, 1995, The mitochondrial permeability transition, Biochim. Biophys. Acta, 1241, 139, 10.1016/0304-4157(95)00003-A