Identification of Sudan III-(deoxy)-guanosine adducts formed in situ in a reaction with no catalyst

Autor(es)

Zanoni, Thalita B. ^[1] ; de Paula, Eloisa Silva ^[1] ; Zocolo, Guilherme Juliao ^[2] ; Zanoni, Maria Valnice B. ^[2] ; de Oliveira, Danielle Palma ^[1]

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Dept Environm Toxicol, Sch Pharmaceut Sci, BR-14049 Ribeirao Preto - Brazil

^[2] UNESP, Dept Analyt Chem, Inst Chem Araraquara, Araraquara - Brazil

• Tipo de documento: Artigo Científico
• Fonte: TOXICOLOGICAL AND ENVIRONMENTAL CHEMISTRY; v. 95, n. 9, p. 1506-1517, OCT 1 2013.
• Citações Web of Science: 0

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. (AU)

• Processo FAPESP: 08/10449-7 - Avaliação da ocorrência, toxicidade/genotoxicidade e processos para degradação de corantes em efluentes e águas superficiais
• Beneficiário: Maria Valnice Boldrin
• Modalidade de apoio: Auxílio à Pesquisa - Temático