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Original Article

Intramolecular Electron Transfer in Peptides Containing Methionine, Tryptophan and Tyrosine: A Pulse Radiolysis Study

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Pages 919-932 | Received 27 Jul 1989, Accepted 10 Nov 1989, Published online: 03 Jul 2009

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C. Houée-Lévin, K. Bobrowski, L. Horakova, B. Karademir, C. Schöneich, M. J. Davies & C. M. Spickett. (2015) Exploring oxidative modifications of tyrosine: An update on mechanisms of formation, advances in analysis and biological consequences. Free Radical Research 49:4, pages 347-373.
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O.B. MOROZOVA, A.V. YURKOVSKAYA, Yu.P. TSENTALOVICH, M. D. E. FORBES, P.J. HORE & R.Z. SAGDEEV. (2002) Time resolved CIDNP study of electron transfer reactions in proteins and model compounds. Molecular Physics 100:8, pages 1187-1195.
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Anouchka Gatin, Patricia Duchambon, Guillaume van der Rest, Isabelle Billault & Cécile Sicard-Roselli. (2022) Protein Dimerization via Tyr Residues: Highlight of a Slow Process with Co-Existence of Numerous Intermediates and Final Products. International Journal of Molecular Sciences 23:3, pages 1174.
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Janusz M. Gebicki & Thomas Nauser. (2021) Initiation and Prevention of Biological Damage by Radiation-Generated Protein Radicals. International Journal of Molecular Sciences 23:1, pages 396.
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Konrad Skotnicki, Slawomir Ostrowski, Jan Cz. Dobrowolski, Julio R. De la Fuente, Alvaro Cañete & Krzysztof Bobrowski. (2021) Spectral Probe for Electron Transfer and Addition Reactions of Azide Radicals with Substituted Quinoxalin-2-Ones in Aqueous Solutions. International Journal of Molecular Sciences 22:2, pages 633.
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Zichen Zhao, Mahesha M. Poojary, Leif H. Skibsted & Marianne N. Lund. (2020) Cleavage of Disulfide Bonds in Cystine by UV-B Illumination Mediated by Tryptophan or Tyrosine as Photosensitizers. Journal of Agricultural and Food Chemistry 68:25, pages 6900-6909.
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Elena Papaleo, Giorgio Saladino, Matteo Lambrughi, Kresten Lindorff-Larsen, Francesco Luigi Gervasio & Ruth Nussinov. (2016) The Role of Protein Loops and Linkers in Conformational Dynamics and Allostery. Chemical Reviews 116:11, pages 6391-6423.
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D. Scuderi, M. T. Ignasiak, X. Serfaty, P. de Oliveira & C. Houée Levin. (2015) Tandem mass spectrometry and infrared spectroscopy as a tool to identify peptide oxidized residues. Physical Chemistry Chemical Physics 17:39, pages 25998-26007.
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Chantal Houée-Levin & Krzysztof Bobrowski. (2013) The use of the methods of radiolysis to explore the mechanisms of free radical modifications in proteins. Journal of Proteomics 92, pages 51-62.
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Olivier Mozziconacci, Jacek Mirkowski, Filippo Rusconi, Gabriel Kciuk, Pawel B. Wisniowski, Krzysztof Bobrowski & Chantal Houée-Levin. (2012) Methionine Residue Acts as a Prooxidant in the • OH-Induced Oxidation of Enkephalins . The Journal of Physical Chemistry B 116:41, pages 12460-12472.
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Krzysztof Bobrowski. 2012. Encyclopedia of Radicals in Chemistry, Biology and Materials. Encyclopedia of Radicals in Chemistry, Biology and Materials.
J Bergès, P Trouillas & C Houée-Levin. (2011) Oxidation of protein tyrosine or methionine residues: From the amino acid to the peptide . Journal of Physics: Conference Series 261, pages 012003.
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Janusz M. Gebicki, Thomas Nauser, Anastasia Domazou, Daniel Steinmann, Patricia L. Bounds & Willem H. Koppenol. (2010) Reduction of protein radicals by GSH and ascorbate: potential biological significance. Amino Acids 39:5, pages 1131-1137.
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Ravi Joshi & Tulsi Mukherjee. (2010) Effect of ionic micellar medium on kinetics and mechanism of oxidation of bovine serum albumin: A pulse radiolysis study. Radiation Physics and Chemistry 79:9, pages 953-959.
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Péter Nagy, Anthony J. Kettle & Christine C. Winterbourn. (2009) Superoxide-mediated Formation of Tyrosine Hydroperoxides and Methionine Sulfoxide in Peptides through Radical Addition and Intramolecular Oxygen Transfer. Journal of Biological Chemistry 284:22, pages 14723-14733.
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Hao Zhang, Jacek Zielonka, Adam Sikora, Joy Joseph, Yingkai Xu & B. Kalyanaraman. (2009) The effect of neighboring methionine residue on tyrosine nitration and oxidation in peptides treated with MPO, H2O2, and NO2− or peroxynitrite and bicarbonate: Role of intramolecular electron transfer mechanism?. Archives of Biochemistry and Biophysics 484:2, pages 134-145.
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Ying‐Yi ZHAO, Jian‐Yi MA, Xiao‐Jun ZHAO & Xiang‐Yuan LI. (2008) Solvent Reorganization Energy of Intramolecular Electron Transfer in Peptides Involving Tryptophan and Tyrosine. Chinese Journal of Chemistry 26:11, pages 2003-2008.
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A. Wojcik, A. Łukaszewicz, O. Brede & B. Marciniak. (2008) Competitive photosensitized oxidation of tyrosine and methionine residues in enkephalins and their model peptides. Journal of Photochemistry and Photobiology A: Chemistry 198:1, pages 111-118.
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Willy Wriggers, Sugoto Chakravarty & Patricia A. Jennings. (2005) Control of protein functional dynamics by peptide linkers. Peptide Science 80:6, pages 736-746.
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Benedicta N. Nukuna, Gang Sun & Vernon E. Anderson. (2004) Hydroxyl radical oxidation of cytochrome c by aerobic radiolysis. Free Radical Biology and Medicine 37:8, pages 1203-1213.
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Marilyne Stuart‐Audette, Yves Blouquit, Moshe Faraggi, Cécile Sicard‐Roselli, Chantal Houée‐Levin & Pierre Jollès. (2003) Re‐evaluation of intramolecular long‐range electron transfer between tyrosine and tryptophan in lysozymes. European Journal of Biochemistry 270:17, pages 3565-3571.
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Olga B. Morozova, Alexandra V. Yurkovskaya, Hans-Martin Vieth & Renad Z. Sagdeev. (2003) Intramolecular Electron Transfer in Tryptophan−Tyrosine Peptide in Photoinduced Reaction in Aqueous Solution. The Journal of Physical Chemistry B 107:4, pages 1088-1096.
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R. Joshi & T. Mukherjee. (2003) Effect of solvent viscosity, polarity and pH on the charge transfer between tryptophan radical and tyrosine in bovine serum albumin: a pulse radiolysis study. Biophysical Chemistry 103:1, pages 89-98.
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Jing Tong & Xiang-Yuan Li. (2002) Ab initio study on electron excitation and electron transfer in tryptophan–tyrosine system. Chemical Physics 284:3, pages 543-554.
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Ravi Joshi & Tulsi Mukherjee. (2002) Charge transfer between tryptophan and tyrosine in casein: a pulse radiolysis study. Biophysical Chemistry 96:1, pages 15-19.
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Olga B. Morozova, Alexandra V. Yurkovskaya, Yuri P. Tsentalovich, Malcolm D. E. Forbes & Renad Z. Sagdeev. (2002) Time-Resolved CIDNP Study of Intramolecular Charge Transfer in the Dipeptide Tryptophan-Tyrosine. The Journal of Physical Chemistry B 106:6, pages 1455-1460.
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Soumyakanti Adhikari & Tulsi Mukherjee. (2019) Kinetics of Free Radical Reactions of Some Biologically Important Compounds as Studied by Pulse Radiolysis. Progress in Reaction Kinetics and Mechanism 26:4, pages 301-336.
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Xiang-Yuan Li. (2001) Electron transfer between tryptophan and tyrosine: Theoretical calculation of electron transfer matrix element for intramolecular hole transfer. Journal of Computational Chemistry 22:6, pages 565-579.
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