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Redox Report
Communications in Free Radical Research
Volume 2, 1996 - Issue 3
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Original Articles

Reaction of peroxynitrite with L-tryptophan

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Pages 173-177 | Received 01 Feb 1996, Accepted 05 Feb 1996, Published online: 13 Jul 2016

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Read on this site (2)

M. Lehnig, M. Kirsch, M. Lehnig & M. Kirsch. (2007) 15N-CIDNP investigations during tryptophan, N-acetyl-l-tryptophan, and melatonin nitration with reactive nitrogen species. Free Radical Research 41:5, pages 523-535.
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Beatrice Blanchard-Fillion, Claudine Servy & Claire Ducrocq. (2001) 1-Nitrosomelatonin is a spontaneous NO-releasing compound. Free Radical Research 35:6, pages 857-866.
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Articles from other publishers (45)

Sara M. Jørgensen, Lasse G. Lorentzen, Astrid Hammer, Gerald Hoefler, Ernst Malle, Christine Y. Chuang & Michael J. Davies. (2023) The inflammatory oxidant peroxynitrous acid modulates the structure and function of the recombinant human V3 isoform of the extracellular matrix proteoglycan versican. Redox Biology, pages 102794.
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Magdalena Arasimowicz-Jelonek, Przemysław Jagodzik, Artur Płóciennik, Ewa Sobieszczuk-Nowicka, Autar Mattoo, Władysław Polcyn & Jolanta Floryszak-Wieczorek. (2022) Dynamics of nitration during dark-induced leaf senescence in Arabidopsis reveals proteins modified by tryptophan nitration. Journal of Experimental Botany 73:19, pages 6853-6875.
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Lasse G. Lorentzen, Christine Y. Chuang, Adelina Rogowska-Wrzesinska & Michael J. Davies. (2019) Identification and quantification of sites of nitration and oxidation in the key matrix protein laminin and the structural consequences of these modifications. Redox Biology 24, pages 101226.
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Maria Oszajca, Anna Wądołek, James Hooper, Małgorzata Brindell, Rudi van Eldik & Grażyna Stochel. (2019) Urban Particulate Matter-Induced Decomposition of S -Nitrosoglutathione Relevant to Aberrant Nitric Oxide Biological Signaling . ChemSusChem 12:3, pages 661-671.
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Gerardo Ferrer-Sueta, Nicolás Campolo, Madia Trujillo, Silvina Bartesaghi, Sebastián Carballal, Natalia Romero, Beatriz Alvarez & Rafael Radi. (2018) Biochemistry of Peroxynitrite and Protein Tyrosine Nitration. Chemical Reviews 118:3, pages 1338-1408.
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Sheel C. Dodani, Gert Kiss, Jackson K. B. Cahn, Ye Su, Vijay S. Pande & Frances H. Arnold. (2016) Discovery of a regioselectivity switch in nitrating P450s guided by molecular dynamics simulations and Markov models. Nature Chemistry 8:5, pages 419-425.
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Roger Lundblad. 2014. Chemical Reagents for Protein Modification, Fourth Edition. Chemical Reagents for Protein Modification, Fourth Edition 489 522 .
Taija S. Koskenkorva-Frank, Günter Weiss, Willem H. Koppenol & Susanna Burckhardt. (2013) The complex interplay of iron metabolism, reactive oxygen species, and reactive nitrogen species: Insights into the potential of various iron therapies to induce oxidative and nitrosative stress. Free Radical Biology and Medicine 65, pages 1174-1194.
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Virender K. Sharma. 2012. Oxidation of Amino Acids, Peptides, and Proteins. Oxidation of Amino Acids, Peptides, and Proteins 205 277 .
Tal Nuriel, Alex Hansler & Steven S. Gross. (2011) Protein nitrotryptophan: Formation, significance and identification. Journal of Proteomics 74:11, pages 2300-2312.
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Roger Lundblad. 2011. Chemical Modification of Biological Polymers. Chemical Modification of Biological Polymers 115 166 .
Hiroaki Kawasaki, Keiichi Ikeda, Ayako Shigenaga, Takeshi Baba, Kenji Takamori, Hideoki Ogawa & Fumiyuki Yamakura. (2011) Mass spectrometric identification of tryptophan nitration sites on proteins in peroxynitrite-treated lysates from PC12 cells. Free Radical Biology and Medicine 50:3, pages 419-427.
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Eiji Watanabe, Fumiyuki Yamakura & Hirosaki Kan. (2010) A new assignment technique of 2D-NMR spectra by spin-lock sequence to a tripeptide containing tryptophan in water. Magnetic Resonance in Chemistry 48:3, pages 205-209.
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M. Kaczmarek & S. Lis. (2008) Chemiluminescence characterisation of the reaction system Tb(III)–amino acid–peroxynitrous acid. Journal of Alloys and Compounds 451:1-2, pages 186-189.
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Fumiyuki Yamakura, Keiichi Ikeda, Takashi Matsumoto, Hikari Taka & Naoko Kaga. (2007) Formation of 6-nitrotryptophan in purified proteins by reactive nitrogen species: A possible new biomarker. International Congress Series 1304, pages 22-32.
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Keiichi Ikeda, Hideaki Iwai, Takashi Matsumoto, Reiko Mineki, Hikari Taka, Kenji Takamori, Hideoki Ogawa & Fumiyuki Yamakura. (2007) Proteomic analysis of 6-nitrotryptophan-containing proteins in peroxynitrite-treated PC12 cells. International Congress Series 1304, pages 33-40.
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Wei Zhang, Yunjing Luo, Yan Zhen, Peng Wei & Rugang Zhong. (2007) Studies on Kinetics of Reaction Between Peroxynitrite and Tryptophan. Studies on Kinetics of Reaction Between Peroxynitrite and Tryptophan.
Yuji Ishii, Atsushi Ogara, Tsunenobu Katsumata, Takashi Umemura, Akiyoshi Nishikawa, Yusuke Iwasaki, Rie Ito, Koichi Saito, Masao Hirose & Hiroyuki Nakazawa. (2007) Quantification of nitrated tryptophan in proteins and tissues by high-performance liquid chromatography with electrospray ionization tandem mass spectrometry. Journal of Pharmaceutical and Biomedical Analysis 44:1, pages 150-159.
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Keiichi Ikeda, B. Yukihiro Hiraoka, Hideaki Iwai, Takashi Matsumoto, Reiko Mineki, Hikari Taka, Kenji Takamori, Hideoki Ogawa & Fumiyuki Yamakura. (2007) Detection of 6-nitrotryptophan in proteins by Western blot analysis and its application for peroxynitrite-treated PC12 cells. Nitric Oxide 16:1, pages 18-28.
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Fumiyuki Yamakura & Keiichi Ikeda. (2006) Modification of tryptophan and tryptophan residues in proteins by reactive nitrogen species. Nitric Oxide 14:2, pages 152-161.
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Fumiyuki Yamakura, Takashi Matsumoto, Keiichi Ikeda, Hikari Taka, Tsutomu Fujimura, Kimie Murayama, Eiji Watanabe, Makoto Tamaki, Takeo Imai & Kenji Takamori. (2005) Nitrated and Oxidized Products of a Single Tryptophan Residue in Human Cu,Zn-Superoxide Dismutase Treated with Either Peroxynitrite-Carbon Dioxide or Myeloperoxidase-Hydrogen Peroxide-Nitrite. The Journal of Biochemistry 138:1, pages 57-69.
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Michael Kirsch & Herbert de Groot. (2005) First insights into regiospecific transnitrosation reactions between tryptophan derivatives: melatonin as an effective target. Journal of Pineal Research 38:4, pages 247-253.
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Christophe Kurz, Xiuqiong Zeng, Stefan Hannemann, Reinhard Kissner & Willem H. Koppenol. (2005) On the Chemical and Electrochemical One-Electron Reduction of Peroxynitrous Acid. The Journal of Physical Chemistry A 109:6, pages 965-969.
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Madhavan R. Buddha, Tao Tao, Ronald J. Parry & Brian R. Crane. (2004) Regioselective Nitration of Tryptophan by a Complex between Bacterial Nitric-oxide Synthase and Tryptophanyl-tRNA Synthetase. Journal of Biological Chemistry 279:48, pages 49567-49570.
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Kristina Sonnenschein, Herbert de Groot & Michael Kirsch. (2004) Formation of S-Nitrosothiols from Regiospecific Reaction of Thiols with N-Nitrosotryptophan Derivatives. Journal of Biological Chemistry 279:44, pages 45433-45440.
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Alberto Sala, Stefania Nicolis, Raffaella Roncone, Luigi Casella & Enrico Monzani. (2004) Peroxidase catalyzed nitration of tryptophan derivatives. European Journal of Biochemistry 271:13, pages 2841-2852.
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Michael Kirsch, Hans-Gert Korth, Angela Wensing, Reiner Sustmann & Herbert de Groot. (2003) Product formation and kinetic simulations in the pH range 1–14 account for a free-radical mechanism of peroxynitrite decomposition. Archives of Biochemistry and Biophysics 418:2, pages 133-150.
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J. A. W. Harkless, J. H. Rodriguez, L. Mitas & W. A. LesterJr.Jr.. (2003) A quantum Monte Carlo and density functional theory study of the electronic structure of peroxynitrite anion. The Journal of Chemical Physics 118:11, pages 4987-4992.
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Fumiyuki Yamakura, Takashi Matsumoto, Hikari Taka, Tsutomu Fujimura & Kimie Murayama. 2003. Developments in Tryptophan and Serotonin Metabolism. Developments in Tryptophan and Serotonin Metabolism 745 749 .
Robert E. Huie & P. Neta. 2002. Reactive Oxygen Species in Biological Systems. Reactive Oxygen Species in Biological Systems 33 73 .
Fumiyuki Yamakura, Takashi Matsumoto, Tsutomu Fujimura, Hikari Taka, Kimie Murayama, Takeo Imai & Keikichi Uchida. (2001) Modification of a single tryptophan residue in human Cu,Zn-superoxide dismutase by peroxynitrite in the presence of bicarbonate. Biochimica et Biophysica Acta (BBA) - Protein Structure and Molecular Enzymology 1548:1, pages 38-46.
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Jerzy W. Naskalski & Grzegorz Bartosz. 2001. Advances in Clinical Chemistry Volume 35. Advances in Clinical Chemistry Volume 35 161 253 .
Michael Kirsch & Herbert de Groot. (2000) Ascorbate Is a Potent Antioxidant against Peroxynitrite-induced Oxidation Reactions. Journal of Biological Chemistry 275:22, pages 16702-16708.
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Rafael Radi, Ana Denicola, Beatriz Alvarez, Gerardo Ferrer-Sueta & Homero Rubbo. 2000. Nitric Oxide. Nitric Oxide 57 82 .
Cinzia Mallozzi, Anna Maria Michela Di Stasi & Maurizio Minetti. (1999) Activation of src tyrosine kinases by peroxynitrite . FEBS Letters 456:1, pages 201-206.
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John T Groves. (1999) Peroxynitrite: reactive, invasive and enigmatic. Current Opinion in Chemical Biology 3:2, pages 226-235.
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Reinhard Kissner, Joseph S. Beckman & Willem H. Koppenol. 1999. Nitric Oxide Part C: Biological and Antioxidant Activities. Nitric Oxide Part C: Biological and Antioxidant Activities 342 352 .
Andreas Daiber, Martin Mehl & Volker Ullrich. (1998) New Aspects in the Reaction Mechanism of Phenol with Peroxynitrite: The Role of Phenoxy Radicals. Nitric Oxide 2:4, pages 259-269.
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Olaf Stachowiak, Max Dolder, Theo Wallimann & Christoph Richter. (1998) Mitochondrial Creatine Kinase Is a Prime Target of Peroxynitrite-induced Modification and Inactivation. Journal of Biological Chemistry 273:27, pages 16694-16699.
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Romeo Scheidegger, A.K. Pande, Patricia L. Bounds & W.H. Koppenol. (1998) The Reaction of Peroxynitrite with Zeaxanthin. Nitric Oxide 2:1, pages 8-16.
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Eric Pollet, J.Andrés Martı́nez, Binali Metha, Benjamin P. WattsJr.Jr. & Julio F. Turrens. (1998) Role of Tryptophan Oxidation in Peroxynitrite-Dependent Protein Chemiluminescence. Archives of Biochemistry and Biophysics 349:1, pages 74-80.
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H.-J Bidmon, J Wu, I Buchkremer-Ratzmann, B Mayer, O.W Witte & K Zilles. (1997) Transient changes in the presence of nitric oxide synthases and nitrotyrosine immunoreactivity after focal cortical lesions. Neuroscience 82:2, pages 377-395.
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Donghui Yi, George A. Smythe, Ben C. Blount & Mark W. Duncan. (1997) Peroxynitrite-Mediated Nitration of Peptides: Characterization of the Products by Electrospray and Combined Gas Chromatography–Mass Spectrometry. Archives of Biochemistry and Biophysics 344:2, pages 253-259.
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Hiroshi Masumoto, Reinhard Kissner, Willem H. Koppenol & Helmut Sies. (1996) Kinetic study of the reaction of ebselen with peroxynitrite. FEBS Letters 398:2-3, pages 179-182.
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Helmut Sies & Hiroshi Masumoto. 1996. 229 246 .

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