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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

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

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Author(s):
Zanoni, Thalita B. [1] ; de Paula, Eloisa Silva [1] ; Zocolo, Guilherme Juliao [2] ; Zanoni, Maria Valnice B. [2] ; de Oliveira, Danielle Palma [1]
Total Authors: 5
Affiliation:
[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
Total Affiliations: 2
Document type: Journal article
Source: TOXICOLOGICAL AND ENVIRONMENTAL CHEMISTRY; v. 95, n. 9, p. 1506-1517, OCT 1 2013.
Web of Science Citations: 0
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. (AU)

FAPESP's process: 08/10449-7 - Assessment of occurrence, toxicity/genotoxicity and degradation processes of dyes in effluents and surface water
Grantee:Maria Valnice Boldrin
Support Opportunities: Research Projects - Thematic Grants