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Original Article

Nitration of Tyrosine by Hydrogen Peroxide and Nitrite

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Pages 537-547 | Received 30 Nov 1994, Published online: 07 Jul 2009

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Umeo Takahama, Sachiko Hirota & Shigenori Kawagishi. (2009) Effects of pH on nitrite-induced formation of reactive nitrogen oxide species and their scavenging by phenolic antioxidants in human oral cavity. Free Radical Research 43:3, pages 250-261.
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Barry Halliwell, Kaicun Zhao & Matthew Whiteman. (1999) Nitric oxide and peroxynitrite. The ugly, the uglier and the not so good. Free Radical Research 31:6, pages 651-669.
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Mengyao Zhu, Hang Zhou, Dandan Ji, Gang Li, Fang Wang, Dingyun Song, Bo Deng, Chao Li & Renzhong Qiao. (2019) A near-infrared fluorescence probe for ultrafast and selective detection of peroxynitrite with large Stokes shift in inflamed mouse models. Dyes and Pigments 168, pages 77-83.
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Di Wu, Jae-Chan Ryu, Youn Wook Chung, Dayoung Lee, Ji-Hwan Ryu, Joo-Heon Yoon & Juyoung Yoon. (2017) A Far-Red-Emitting Fluorescence Probe for Sensitive and Selective Detection of Peroxynitrite in Live Cells and Tissues. Analytical Chemistry 89:20, pages 10924-10931.
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Burcu Bekdeser, Mustafa Özyürek, Esin Akyüz & Reșsat Apak. (2016) A Novel Spectrofluorometric Probe for the Determination of Peroxynitrite Anion Scavenging Activity of Biothiols and Amino Acids. Analytical Sciences 32:12, pages 1315-1320.
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Pedro Sanchez-Cruz & Antonio E. Alegria. (2016) Photosensitized production of nitric oxide and peroxynitrite from a carbon-bound diazenium diolate and 2-methyl-2-nitrosopropane. Journal of Photochemistry and Photobiology A: Chemistry 330, pages 79-85.
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Tae-Sung Koo, Hyun-Jung Kwon, Mi-Hwa Kim, Dae-Duk Kim, Chang-Koo Shim, Suk-Jae Chung & Saeho Chong. (2012) Functional Impairment of Rat Taurine Transporter by Activation of Nitrogen Oxide through Superoxide. Drug Metabolism and Pharmacokinetics 27:3, pages 286-293.
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I. I. Stepuro, A. Yu. Oparin, V. I. Stsiapura, S. A. Maskevich & V. Yu. Titov. (2012) Oxidation of thiamine on reaction with nitrogen dioxide generated by ferric myoglobin and hemoglobin in the presence of nitrite and hydrogen peroxide. Biochemistry (Moscow) 77:1, pages 41-55.
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Sun Shin Yi, In Koo Hwang, Dae Won Kim, Jae Hoon Shin, Sung Min Nam, Jung Hoon Choi, Choong Hyun Lee, Moo-Ho Won, Je Kyung Seong & Yeo Sung Yoon. (2010) The Chronological Characteristics of SOD1 Activity and Inflammatory Response in the Hippocampi of STZ-Induced Type 1 Diabetic Rats. Neurochemical Research 36:1, pages 117-128.
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Takuji Nakashima, Tamae Seki, Atsuko Matsumoto, Hiromi Miura, Emiko Sato, Yoshimi Niwano, Masahiro Kohno, Satoshi Ōmura & Yōko Takahashi. (2010) Generation of reactive oxygen species from conventional laboratory media. Journal of Bioscience and Bioengineering 110:3, pages 304-307.
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Steve LancelFuzhong QinShannon L. LennonJingmei ZhangXiaoYong TongMichael J. MazziniY. James KangDeborah A. SiwikRichard A. CohenWilson S. Colucci. (2010) Short Communication: Oxidative Posttranslational Modifications Mediate Decreased SERCA Activity and Myocyte Dysfunction in Gαq-Overexpressing Mice. Circulation Research 107:2, pages 228-232.
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Bin Liu, Arun K. Tewari, Liwen Zhang, Kari B. Green-Church, Jay L. Zweier, Yeong-Renn Chen & Guanglong He. (2009) Proteomic analysis of protein tyrosine nitration after ischemia reperfusion injury: Mitochondria as the major target. Biochimica et Biophysica Acta (BBA) - Proteins and Proteomics 1794:3, pages 476-485.
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John M. Wood & Karin U. Schallreuter. (2008) A plaidoyer for cutaneous enzymology: our view of some important unanswered questions on the contributions of selected key enzymes to epidermal homeostasis. Experimental Dermatology 17:7, pages 569-578.
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Natalie Wyatt, Christine Kelly, Vincenzo Fontana, Domenico Franco Merlo, Donald Whitelaw & Diana Anderson. (2006) The responses of lymphocytes from Asian and Caucasian diabetic patients and non-diabetics to hydrogen peroxide and sodium nitrite in the Comet assay. Mutation Research/Genetic Toxicology and Environmental Mutagenesis 609:2, pages 154-164.
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Dae-Kun Yoon, Ki-Yeon Yoo, In Koo Hwang, Jae-Jung Lee, Jong-Hyun Kim, Tae-Cheon Kang & Moo Ho Won. (2006) Comparative study on Cu,Zn-SOD immunoreactivity and protein levels in the adult and aged hippocampal CA1 region after ischemia–reperfusion. Brain Research 1092:1, pages 214-219.
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Ruba S. Deeb, Hao Shen, Caryn Gamss, Tatyana Gavrilova, Barbara D. Summers, Rosemary Kraemer, Gang Hao, Steven S. Gross, Muriel Lainé, Nobuyo Maeda, David P. Hajjar & Rita K. Upmacis. (2006) Inducible Nitric Oxide Synthase Mediates Prostaglandin H2 Synthase Nitration and Suppresses Eicosanoid Production. The American Journal of Pathology 168:1, pages 349-362.
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T. E. Shumilova, A. D. Nozdrachev, G. B. Vainshtein, V. N. Semernya, V. I. Shereshkov, I. N. Yanvareva & A. A. Panov. (2006) Oxygen regime in rat brain tissues under conditions of acute nitrite methemoglobinemia. Journal of Evolutionary Biochemistry and Physiology 42:1, pages 77-83.
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In Koo Hwang, Won Sik Eum, Ki-Yeon Yoo, Jun Hwi Cho, Dae Won Kim, Soo Hyun Choi, Tae-Cheon Kang, Oh-Shin Kwon, Jung Hoon Kang, Soo Young Choi & Moo Ho Won. (2005) Copper chaperone for Cu,Zn-SOD supplement potentiates the Cu,Zn-SOD function of neuroprotective effects against ischemic neuronal damage in the gerbil hippocampus. Free Radical Biology and Medicine 39:3, pages 392-402.
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Umeo Takahama & Takayuki Oniki. (2004) Salivary thiocyanate/nitrite inhibits hydroxylation of 2-hydroxybenzoic acid induced by hydrogen peroxide/Fe(II) systems under acidic conditions: possibility of thiocyanate/nitrite-dependent scavenging of hydroxyl radical in the stomach. Biochimica et Biophysica Acta (BBA) - General Subjects 1675:1-3, pages 130-138.
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Stefania Nicolis, Enrico Monzani, Raffaella Roncone, Luca Gianelli & Luigi Casella. (2004) Metmyoglobin‐Catalyzed Exogenous and Endogenous Tyrosine Nitration by Nitrite and Hydrogen Peroxide. Chemistry – A European Journal 10:9, pages 2281-2290.
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Susanna Herold. (2004) Nitrotyrosine, dityrosine, and nitrotryptophan formation from metmyoglobin, hydrogen peroxide, and nitrite. Free Radical Biology and Medicine 36:5, pages 565-579.
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R. Anne Stetler & Jun Chen. 2003. Essentials of Apoptosis. Essentials of Apoptosis 211 224 .
Mojhgan Sabetkar, Sylvia Y Low, Khalid M Naseem & K.Richard Bruckdorfer. (2002) The nitration of proteins in platelets: significance in platelet function 1,2 1This article is part of a series of reviews on “Reactive Nitrogen Species, Tyrosine Nitration and Cell Signaling.” The full list of papers may be found on the homepage of the journal. 2Guest Editor: Harry Ischiropoulos. Free Radical Biology and Medicine 33:6, pages 728-736.
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Laura Pecci, Gabriella Montefoschi, Antonio Antonucci, Mara Costa, Mario Fontana & Doriano Cavallini. (2001) Formation of Nitrotyrosine by Methylene Blue Photosensitized Oxidation of Tyrosine in the Presence of Nitrite. Biochemical and Biophysical Research Communications 289:1, pages 305-309.
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Aqel W. Abu-Qare, Hagir B. Suliman & Mohamed B. Abou-Donia. (2001) Induction of urinary excretion of 3-nitrotyrosine, a marker of oxidative stress, following administration of pyridostigmine bromide, DEET (N,N-diethyl-m-toluamide) and permethrin, alone and in combination in rats. Toxicology Letters 121:2, pages 127-134.
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Charles Amirmansour, Patrick Vallance & Richard G Bogle. (2009) Tyrosine nitration in blood vessels occurs with increasing nitric oxide concentration. British Journal of Pharmacology 127:3, pages 788-794.
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Nakaki Toshio & Fujii Tomoko. (1999) Nitration Modifying Function of Proteins, Hormones and Neurotransmitters. Japanese Journal of Pharmacology 79:2, pages 125-129.
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Barry Halliwell, Pat Evans & Matthew Whiteman. 1999. Nitric Oxide Part C: Biological and Antioxidant Activities. Nitric Oxide Part C: Biological and Antioxidant Activities 333 342 .
Lee Ann MacMillan-Crow & John A. Thompson. 1999. Nitric Oxide Part C: Biological and Antioxidant Activities. Nitric Oxide Part C: Biological and Antioxidant Activities 135 145 .
Barry Halliwell. (1997) What nitrates tyrosine? Is nitrotyrosine specific as a biomarker of peroxynitrite formation in vivo?. FEBS Letters 411:2-3, pages 157-160.
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Michael R. Gunther, Linda C. Hsi, John F. Curtis, James K. Gierse, Lawrence J. Marnett, Thomas E. Eling & Ronald P. Mason. (1997) Nitric Oxide Trapping of the Tyrosyl Radical of Prostaglandin H Synthase-2 Leads to Tyrosine Iminoxyl Radical and Nitrotyrosine Formation. Journal of Biological Chemistry 272:27, pages 17086-17090.
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Kelly A. Skinner, John P. Crow, Henry B. Skinner, R.Teague Chandler, J.Anthony Thompson & Dale A. Parks. (1997) Free and Protein-Associated Nitrotyrosine Formation Following Rat Liver Preservation and Transplantation. Archives of Biochemistry and Biophysics 342:2, pages 282-288.
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Okezie I Aruoma, Matthew Whiteman, Timothy G England & Barry Halliwell. (1997) Antioxidant Action of Ergothioneine: Assessment of Its Ability to Scavenge Peroxynitrite. Biochemical and Biophysical Research Communications 231:2, pages 389-391.
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Rosa I. Viner, Deborah A. Ferrington, Andreas F.R. Hühmer, Diana J. Bigelow & Christian Schöneich. (1996) Accumulation of nitrotyrosine on the SERCA2a isoform of SR Ca-ATPase of rat skeletal muscle during aging: a peroxynitrite-mediated process?. FEBS Letters 379:3, pages 286-290.
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