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Xenobiotica
the fate of foreign compounds in biological systems
Volume 20, 1990 - Issue 4
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Research Article

Activation and detoxication of aminophenols. III. Synthesis and structural elucidation of various glutathione addition products to 1,4-benzoquinone

K. G. Eckert Walther-Straub-Institut für Pharmakologie und Toxikologie, Ludwig-Maximilians-Universität München, Nuβbaumstraβe 26, D-8000, München, 2, FRG
,
P. Eyer Walther-Straub-Institut für Pharmakologie und Toxikologie, Ludwig-Maximilians-Universität München, Nuβbaumstraβe 26, D-8000, München, 2, FRG
,
J. Sonnenbichler Max-Planck-Institut für Biochemie, Martinsried bei München, Am Klopferspitz, D-8033, Martinsried, FRG
&
I. Zetl Max-Planck-Institut für Biochemie, Martinsried bei München, Am Klopferspitz, D-8033, Martinsried, FRG
Pages 351-361 | Received 15 May 1989, Accepted 15 Nov 1989, Published online: 22 Sep 2008

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Anthony P. DeCaprio. (1999) The Toxicology of Hydroquinone — Relevance to Occupational and Environmental Exposure. Critical Reviews in Toxicology 29:3, pages 283-330.
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Wolfgang Dekant & Spiros Vamvakas. (1996) Biotransformation and Membrane Transport in Nephrotoxicity. Critical Reviews in Toxicology 26:3, pages 309-334.
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Terrence J. Monks & Serrine S. Lau. (1992) Toxicology of Quinone-Thioethers. Critical Reviews in Toxicology 22:5-6, pages 243-270.
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Articles from other publishers (18)

Emad F. Newair & François Garcia. (2022) Identification of adducts between oxidized rosmarinic acid and glutathione compounds by electrochemistry, liquid chromatography and mass spectrometry. Analytical Methods 14:3, pages 286-297.
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Kamonwad Ngamchuea, Christopher Batchelor-McAuley & Richard G. Compton. (2017) Rapid Method for the Quantification of Reduced and Oxidized Glutathione in Human Plasma and Saliva. Analytical Chemistry 89:5, pages 2901-2908.
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Amit S. Kalgutkar. (2016) Liabilities Associated with the Formation of “Hard” Electrophiles in Reactive Metabolite Trapping Screens. Chemical Research in Toxicology 30:1, pages 220-238.
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Yue-Zhong Shu, Benjamin M. Johnson & Tian J. Yang. (2008) Role of Biotransformation Studies in Minimizing Metabolism-Related Liabilities in Drug Discovery. The AAPS Journal 10:1, pages 178-192.
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Suramya Waidyanatha & Stephen M. Rappaport. (2008) Hemoglobin and albumin adducts of naphthalene-1,2-oxide, 1,2-naphthoquinone and 1,4-naphthoquinone in Swiss Webster mice. Chemico-Biological Interactions 172:2, pages 105-114.
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K. Thomas Finley. 2000. Ullmann's Encyclopedia of Industrial Chemistry. Ullmann's Encyclopedia of Industrial Chemistry.
Anna Martínez-Cabot, Anna Morató & Angel Messeguer. (2005) Synthesis and Stability Studies of the Glutathione and N -Acetylcysteine Adducts of an Iminoquinone Reactive Intermediate Generated in the Biotransformation of 3-( N- Phenylamino)propane-1,2-diol:  Implications for Toxic Oil Syndrome . Chemical Research in Toxicology 18:11, pages 1721-1728.
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K. Thomas Finley. 2000. Ullmann's Encyclopedia of Industrial Chemistry. Ullmann's Encyclopedia of Industrial Chemistry.
Suramya Waidyanatha, Karen Yeowell-O’Connell & Stephen M Rappaport. (1998) A new assay for albumin and hemoglobin adducts of 1,2- and 1,4-benzoquinones. Chemico-Biological Interactions 115:2, pages 117-139.
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Güngör Kanbak, Mine İnal & Cengiz Bayçu. (1996) The role of free radicals in p-aminophenol-induced nephrotoxicity: does reduced glutathione have a protective effect?. Clinica Chimica Acta 252:1, pages 61-71.
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Terrence J. Monks, Maria I. Rivera, Jos J. W. M. Mertens, Melanie M. C. G. Peters & Serrine S. Lau. 1996. Biological Reactive Intermediates V. Biological Reactive Intermediates V 203 212 .
K. Thomas Finley. 1993. Hydroxyl, Ether and Peroxide Groups (1993). Hydroxyl, Ether and Peroxide Groups (1993) 1027 1134 .
DeAnna L. Puckett-Vaughn, Julie A. Stenken, Dennis O. Scott, Susan M. Lunte & Craig E. Lunte. (1993) Enzymatic formation and electrochemical characterization of multiply substituted glutathione conjugates of hydroquinone. Life Sciences 52:14, pages 1239-1247.
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Christa Klos, Michael Koob, Christian Kramer & Wolfgang Dekant. (1992) p-Aminophenol nephrotoxicity: Biosynthesis of toxic glutathione conjugates. Toxicology and Applied Pharmacology 115:1, pages 98-106.
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Terrence J. Monks, Robert P. Hanzlik, Gerald M. Cohen, David Ross & Doyle G. Graham. (1992) Quinone chemistry and toxicity. Toxicology and Applied Pharmacology 112:1, pages 2-16.
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Christian Störle & Peter Eyer. (1991) Reactions of the Wurster's blue radical cation with thiols, and some properties of the reaction products. Chemico-Biological Interactions 78:3, pages 333-346.
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P.J. O'Brien. (1991) Molecular mechanisms of quinone cytotoxicity. Chemico-Biological Interactions 80:1, pages 1-41.
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Peter Eyer. (1991) Effects of superoxide dismutase on the autoxidation of 1,4-hydroquinone. Chemico-Biological Interactions 80:2, pages 159-176.
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