Title: Derivatization of bisphenol A and its analogues with pyridine-3-sulfonyl chloride: multivariate optimization and fragmentation patterns by liquid chromatography Orbitrap mass spectrometry
Authors: REGUEIRO TATO JORGEBREIDBACH AndreasWENZL Thomas
Citation: RAPID COMMUNICATIONS IN MASS SPECTROMETRY vol. 29 no. 16 p. 1473-1484
Publisher: WILEY-BLACKWELL
Publication Year: 2015
JRC N°: JRC94557
ISSN: 0951-4198
URI: http://publications.jrc.ec.europa.eu/repository/handle/JRC94557
DOI: 10.1002/rcm.7242
Type: Articles in periodicals and books
Abstract: RATIONALE: Due to the growing restrictions on the use of bisphenol A (BPA), several other bisphenols are gaining importance as substitutes for BPA in a variety of applications. There is, therefore, a real need for selective and sensitive methods based on mass spectrometry which allow to assess the human exposure to these new bisphenols. METHODS: Derivatization of BPA and its substitutes with pyridine-3-sulfonyl chloride is proposed for enhancing the detection capability of bisphenols by electrospray ionization-mass spectrometry. A multivariate experimental design, Box-Behnken response surface, was used to evaluate the influence of the main variables potentially affecting the derivatization yield. Fragmentation patterns for all the derivatized bisphenols were acquired by high-resolution/accurate-mass Orbitrap mass spectrometry. RESULTS: Temperature and pH were identified as the most important factors affecting the derivatization yield of bisphenols. Fragmentation of the protonated molecules produced abundant analyte-specific product ions. Most of the derivatized bisphenols showed significant improvements in their signal-to-noise ratios as compared to the underivatized forms. Stability of these derivatives was demonstrated through several freezethaw cycles, short-term room temperature and long-term cold storage. CONCLUSIONS: Derivatization of BPA and its structural analogues with pyridine-3-sulfonyl chloride is proposed as a specific, sensitive, highthroughput approach for their analysis by liquid chromatography coupled to electrospray ionization-mass spectrometry.
JRC Directorate:Health, Consumers and Reference Materials

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