Identification of Sudan III-(deoxy)-guanosine adducts formed in situ in a reaction with no catalyst
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Coadvisor
Graduate program
Undergraduate course
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Publisher
Taylor & Francis Ltd
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Article
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Acesso restrito
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Abstract
Incubation of guanosine and Sudan III induces the formation of a stable adduct, which may be identified using a spectrophotometric technique and mass spectroscopy. The high nucleophilicity of the C-8 position and its proximity to N-7 makes the site susceptible to a nucleophilic attack, which explains the S(N)2 reaction detected between guanosine and Sudan III dye. In addition, direct interaction of Sudan III with calf thymus DNA was monitored using a simple spectrophotometric technique. The results presented indicate that a simple modification of the chemical structure of Sudan I (monoazo dye) to Sudan III (diazo dye) markedly alters reactivity towards nitrogenous DNA bases.
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Keywords
Sudan dye adducts, toxicology of azo dyes, Sudan III dye
Language
English
Citation
Toxicological And Environmental Chemistry. Abingdon: Taylor & Francis Ltd, v. 95, n. 9, p. 1506-1517, 2013.
