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Reactions of oxidatively activated arylamines with thiols: reaction mechanisms and biologic implications. An overview.

Eyer P.

Environ Health Perspect. 1994 Oct;102 Suppl 6:123-32. Review.PMID: 7889834 [PubMed - indexed for MEDLINE]Related articlesFree article

Additional pathways of S-conjugate formation during the interaction of thiols with nitrosoarenes bearing pi-donating substituents.

Gallemann D, Eyer P.

Environ Health Perspect. 1994 Oct;102 Suppl 6:137-42.PMID: 7889836 [PubMed - indexed for MEDLINE]Related articlesFree article

The red cell as a sensitive target for activated toxic arylamines.

Eyer P.

Arch Toxicol Suppl. 1983;6:3-12.PMID: 6578736 [PubMed - indexed for MEDLINE]Related articles

Thiols alter the partitioning of calicheamicin-induced deoxyribose 4'-oxidation reactions in the absence of DNA radical repair.

Lopez-Larraza DM, Moore K Jr, Dedon PC.

Chem Res Toxicol. 2001 May;14(5):528-35.PMID: 11368551 [PubMed - indexed for MEDLINE]Related articles

Oxidation versus addition reactions of glutathione during the interactions with quinoid thioethers of 4-(dimethylamino)phenol.

Ludwig E, Eyer P.

Chem Res Toxicol. 1995 Mar;8(2):302-9.PMID: 7766815 [PubMed - indexed for MEDLINE]Related articles

Transient-state and steady-state kinetics of the oxidation of aliphatic and aromatic thiols by horseradish peroxidase.

Burner U, Obinger C.

FEBS Lett. 1997 Jul 14;411(2-3):269-74.PMID: 9271219 [PubMed - indexed for MEDLINE]Related articles

Ascorbate is the primary reductant of the phenoxyl radical of etoposide in the presence of thiols both in cell homogenates and in model systems.

Kagan VE, Yalowich JC, Day BW, Goldman R, Gantchev TG, Stoyanovsky DA.

Biochemistry. 1994 Aug 16;33(32):9651-60.PMID: 8068642 [PubMed - indexed for MEDLINE]Related articles

Phenoxyl radical-induced thiol-dependent generation of reactive oxygen species: implications for benzene toxicity.

Stoyanovsky DA, Goldman R, Claycamp HG, Kagan VE.

Arch Biochem Biophys. 1995 Mar 10;317(2):315-23.PMID: 7893144 [PubMed - indexed for MEDLINE]Related articles

Effect of 1-methyl-2-nitrosoimidazole on intracellular thiols and calcium levels in Chinese hamster ovary cells.

Bérubé LR, Farah S, McClelland RA, Rauth AM.

Biochem Pharmacol. 1991 Nov 6;42(11):2153-61.PMID: 1958233 [PubMed - indexed for MEDLINE]Related articles

Reactions of aromatic nitroso compounds with thiols.

Diepold C, Eyer P, Kampffmeyer H, Reinhardt K.

Adv Exp Med Biol. 1981;136 Pt B:1173-81. No abstract available. PMID: 7344505 [PubMed - indexed for MEDLINE]Related articles

Investigations of S-transnitrosylation reactions between low- and high-molecular-weight S-nitroso compounds and their thiols by high-performance liquid chromatography and gas chromatography-mass spectrometry.

Tsikas D, Sandmann J, Rossa S, Gutzki FM, Frölich JC.

Anal Biochem. 1999 Jun 1;270(2):231-41.PMID: 10334840 [PubMed - indexed for MEDLINE]Related articles

Characterization of sulfur-centered radical intermediates formed during the oxidation of thiols and sulfite by peroxynitrite. ESR-spin trapping and oxygen uptake studies.

Karoui H, Hogg N, Fréjaville C, Tordo P, Kalyanaraman B.

J Biol Chem. 1996 Mar 15;271(11):6000-9.PMID: 8626383 [PubMed - indexed for MEDLINE]Related articlesFree article

[Biochemistry of thiol groups: the role of glutathione]

Sies H.

Naturwissenschaften. 1989 Feb;76(2):57-64. Review. German. PMID: 2657438 [PubMed - indexed for MEDLINE]Related articles

Myeloperoxidase-catalyzed redox-cycling of phenol promotes lipid peroxidation and thiol oxidation in HL-60 cells.

Goldman R, Claycamp GH, Sweetland MA, Sedlov AV, Tyurin VA, Kisin ER, Tyurina YY, Ritov VB, Wenger SL, Grant SG, Kagan VE.

Free Radic Biol Med. 1999 Nov;27(9-10):1050-63.PMID: 10569638 [PubMed - indexed for MEDLINE]Related articles

Conjugation of glutathione and other thiols with bioreductively activated mitomycin C. Effect of thiols on the reductive activation rate.

Sharma M, Tomasz M.

Chem Res Toxicol. 1994 May-Jun;7(3):390-400.PMID: 8075371 [PubMed - indexed for MEDLINE]Related articles

Formation of 4,4-dialkoxycyclohexa-2,5-dienone N-(thiol-S-yl)imine during reaction of 4-alkoxynitrosobenzenes with thiols in alcoholic solvents.

Gallemann D, Greif A, Eyer P, Dasenbrock J, Wimmer E, Sonnenbichler J, Sonnenbichler I, Schäfer W, Buhrow I.

Chem Res Toxicol. 1998 Dec;11(12):1423-33.PMID: 9860483 [PubMed - indexed for MEDLINE]Related articles

Generation of free radicals and induction of DNA adducts by activation of heterocyclic aromatic amines via different metabolic pathways in vitro.

Moonen HJ, Briedé JJ, van Maanen JM, Kleinjans JC, de Kok TM.

Mol Carcinog. 2002 Dec;35(4):196-203.PMID: 12489111 [PubMed - indexed for MEDLINE]Related articles

On the mechanism of reactions of nitrosoarenes with thiols. Formation of a common intermediate "semimercaptal".

Klehr H, Eyer P, Schäfer W.

Biol Chem Hoppe Seyler. 1985 Aug;366(8):755-60.PMID: 4063076 [PubMed - indexed for MEDLINE]Related articles

Inhibition of 2,5-hexanedione-induced protein cross-linking by biological thiols: chemical mechanisms and toxicological implications.

Zhu M, Spink DC, Yan B, Bank S, DeCaprio AP.

Chem Res Toxicol. 1995 Jul-Aug;8(5):764-71.PMID: 7548760 [PubMed - indexed for MEDLINE]Related articles

Human arylamine N-acetyltransferase 1: in vitro and intracellular inactivation by nitrosoarene metabolites of toxic and carcinogenic arylamines.

Liu L, Wagner CR, Hanna PE.

Chem Res Toxicol. 2008 Oct;21(10):2005-16. Epub 2008 Aug 30.PMID: 18759501 [PubMed - indexed for MEDLINE]Related articles