Please use this identifier to cite or link to this item:
https://www.arca.fiocruz.br/handle/icict/59679
Type
ArticleCopyright
Restricted access
Embargo date
2030-12-31
Collections
Metadata
Show full item record
MONITORING THE DEGRADATION OF TETRACYCLINE BY OZONE IN AQUEOUS MEDIUM VIA ATMOSPHERIC PRESSURE IONIZATION MASS SPECTROMETRY
Affilliation
Universidade Federal de Minas Gerais. Departamento de Química. Belo Horizonte, MG, Brazil
Universidade Federal de Minas Gerais. Departamento de Química. Belo Horizonte, MG, Brazil
Universidade Federal de Minas Gerais. Departamento de Química. Belo Horizonte, MG, Brazil
Fundação Oswaldo Cruz. Centro de Pesquisas Rene Rachou. Belo Horizonte, MG, Brazil
Universidade Federal de Minas Gerais. Departamento de Química. Belo Horizonte, MG, Brazil
Universidade Federal de Minas Gerais. Departamento de Química. Belo Horizonte, MG, Brazil
Fundação Oswaldo Cruz. Centro de Pesquisas Rene Rachou. Belo Horizonte, MG, Brazil
Abstract
The degradation of tetracycline (1) by ozone in aqueous solution was investigated. High performance liquid chromatography (HPLC), UV-visible spectroscopy (UV-Vis), and total organic carbon (TOC) analyses revealed that although tetracycline was quickly consumed under this oxidative condition, it did not mineralize at all. Continuous monitoring by electrospray ionization mass spectrometry in the positive ion mode, ESI(+)-MS, revealed that tetracycline (1), detected in its protonated form ([1 + H](+)) of m/z 445, reacted to yield almost exclusively two unprecedented oxidation products (2 and 3) via a net insertion of one and two oxygen atoms, respectively. Compound 2, suggested to be formed via an initial 1,3-dipolar cycloaddition of ozone at the C11a-C12 double-bond of 1, and Compound 3, proposed to be produced via a subsequent ozone attack at the C2-C3 double-bond of 2, were detected in their protonated forms in the ESI(+)-MS, i.e., [2 + H](+) of m/z 461 and [3 + H](+) of m/z 477, and were further characterized by EST( +)-MSn. LC-APCI(+)-MS (liquid chromatography coupled with atmospheric pressure chemical ionization mass spectrometry in the positive ion mode) experiments corroborated the results
Share