Author | Dalmázio, Ilza | |
Author | Urzedo, Ana Paula da Silva | |
Author | Alves, Tania Maria de Almeida | |
Author | Catharino, Rodrigo Ramos | |
Author | Eberlin, Marcos Nogueira | |
Author | Nascentes, Clésia Cristina | |
Author | Augusti, Rodinei | |
Access date | 2023-07-25T18:14:06Z | |
Available date | 2023-07-25T18:14:06Z | |
Document date | 2007 | |
Citation | DALMAZIO, Ilza et al. Electrospray ionization mass spectrometry monitoringof indigo carmine degradation by advanced oxidative processes. J. Mass Spectrom., v. 42, p. 1273-1278. DOI: 10.1002/jms.1159 | en_US |
ISSN | 1076-5174 | en_US |
URI | https://www.arca.fiocruz.br/handle/icict/59760 | |
Language | eng | en_US |
Publisher | John Wiley & Sons, Ltd. | en_US |
Rights | restricted access | |
Title | Electrospray ionization mass spectrometry monitoring of indigo carmine degradation by advanced oxidative processes | en_US |
Type | Article | |
DOI | 10.1002/jms.1159 | |
Abstract | The degradation of the dye indigo carmine in aqueous solution induced by two oxidative processes (H2O2/iodide and 03) was investigated. The reactions were monitored by electrospray ionization mass spectrometry in the negative ion mode, ESI(-)-MS, and the intermediates and oxidation products characterized by ESI(-)-MS/MS. Both oxidative systems showed to be highly efficient in removing the color of the dye aqueous solutions. In the ESI(-)-MS of the indigo carmine solution treated with H2O2 and H2O2/iodide, the presence of the ions of m/z 210 (indigo carmine in its anionic form, 1), 216, 226, 235, and 244 was noticeable. The anion of m/z 235 was proposed to be the unprecedented hydroperoxide intermediate 2 formed in solution via an electrophilic attack by hydroxyl and hydroperoxyl radicals of the exocyclic C=C bond of 1. This intermediate was suggested to be rapidly converted into the anionic forms of 2,3-dioxo-1H-indole-5-sulfonic acid (3, m/z 226), 2-amino-alpha-oxo-5-sulfo-benzeneacetic acid (4, m/z 244), and 2-amino-5-sulfo-benzoic acid (5, m/z 216). In the ESI(-)-MS of the indigo carmine solution treated with 03, two main anions were detected: m/z 216 (5) and 244 (4). Both products were proposed to be produced via an unstable ozonide intermediate. Other anions in this ESI(-) mass spectrum were attributed to be [4 - H + Na]- of m/z 266, [4 - H](2-) of m/z 121.5, and [5 - H]2- of m/z 107.5. ESI-MS/MS data were consistent with the proposed structurores the anionic products 2–5 | en_US |
Affilliation | Department of Chemistry. Federal University of Minas Gerais. Belo Horizonte, MG, Brazil | en_US |
Affilliation | Department of Chemistry. Federal University of Minas Gerais. Belo Horizonte, MG, Brazil | en_US |
Affilliation | Rene Rachou Research Center. Oswaldo Cruz Foundation. Belo Horizonte, MG, Brazil | en_US |
Affilliation | ThoMSon Laboratory for Mass Spectrometry. Institute of Chemistry. State University of Campinas. Campinas, SP, Brazil | en_US |
Affilliation | ThoMSon Laboratory for Mass Spectrometry. Institute of Chemistry. State University of Campinas. Campinas, SP, Brazil | en_US |
Affilliation | Department of Chemistry. Federal University of Minas Gerais. Belo Horizonte, MG, Brazil | en_US |
Affilliation | Department of Chemistry. Federal University of Minas Gerais. Belo Horizonte, MG, Brazil | en_US |
Subject | advanced oxidation processes | en_US |
Subject | indigo carmine | en_US |
Subject | ESI-MS | en_US |
Subject | reaction monitoring | en_US |
Embargo date | 3100-12-31 | |