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Derivatization of Bisphenol A and Its Analogues With pyridine-3-sulfonyl Chloride: Multivariate Optimization and Fragmentation Patterns by Liquid chromatography/Orbitrap Mass Spectrometry

Derivatization of Bisphenol A and Its Analogues With pyridine-3-sulfonyl Chloride: Multivariate Optimization and Fragmentation Patterns by Liquid chromatography/Orbitrap Mass Spectrometry

Jorge Regueiro, Andreas Breidbach, Thomas Wenzl

Rapid Commun Mass Spectrom. 2015 Aug 30;29(16):1473-84.

PMID: 26212162

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 will allow the human exposure to these new bisphenols to be assessed.
Methods:
Derivatization of BPA and its substitutes with pyridine-3-sulfonyl chloride is used to enhance 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 compared with the underivatized forms. The stability of these derivatives was demonstrated through several freeze/thaw 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, high-throughput approach to their analysis by liquid chromatography coupled to electrospray ionization mass spectrometry.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
DR5554	Pyridine-3-sulfonyl chloride			Price

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