Identification of Sudan III-(deoxy)-guanosine adducts formed in situ in a reaction with no catalyst
Nenhuma Miniatura disponível
Data
2013-10-01
Autores
Zanoni, Thalita B.
Paula, Eloisa Silva de
Zocolo, Guilherme Juliao [UNESP]
Zanoni, Maria Valnice B. [UNESP]
Oliveira, Danielle Palma de
Título da Revista
ISSN da Revista
Título de Volume
Editor
Taylor & Francis Ltd
Resumo
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.
Descrição
Palavras-chave
Sudan dye adducts, toxicology of azo dyes, Sudan III dye
Como citar
Toxicological And Environmental Chemistry. Abingdon: Taylor & Francis Ltd, v. 95, n. 9, p. 1506-1517, 2013.