Formation of halogenated forms of bisphenol A (BPA) in water: resolving isomers with ion mobility - mass spectrometry and the role of halogenation position in cellular toxicity

Halogenated BPA (XBPA) forms resulting from water chlorination can lead to increased toxicity and different biological effects. While previous studies have reported the occurrence of different XBPAs, analytical limitation have hindered the analysis and differentiation of the many potential isomeric...

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Main Authors: Dos Santos, Mauricius Marques, Li, Caixia, Jia, Shenglan, Thomas, Mikael, Gallard, Hervé, Croué, Jean-Philippe, Carato, Pascal, Snyder, Shane Allen
Other Authors: Nanyang Environment and Water Research Institute
Format: Article
Language:English
Published: 2024
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Online Access:https://hdl.handle.net/10356/176117
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spelling sg-ntu-dr.10356-1761172024-05-15T15:35:13Z Formation of halogenated forms of bisphenol A (BPA) in water: resolving isomers with ion mobility - mass spectrometry and the role of halogenation position in cellular toxicity Dos Santos, Mauricius Marques Li, Caixia Jia, Shenglan Thomas, Mikael Gallard, Hervé Croué, Jean-Philippe Carato, Pascal Snyder, Shane Allen Nanyang Environment and Water Research Institute Earth and Environmental Sciences Chlorination Disinfection by-products Halogenated BPA (XBPA) forms resulting from water chlorination can lead to increased toxicity and different biological effects. While previous studies have reported the occurrence of different XBPAs, analytical limitation have hindered the analysis and differentiation of the many potential isomeric forms. Using online solid-phase extraction - liquid chromatography - ion-mobility - high-resolution mass spectrometry (OSPE-LC-IM-HRMS), we demonstrated a rapid analysis method for the analysis of XBPA forms after water chlorination, with a total analysis time of less than 10 min including extraction and concentration and low detection limits (∼5-80 ng/L range). A multi in-vitro bioassay testing approach for the identified products revealed that cytotoxicity and bioenergetics impacts were largely associated with the presence of halogen atoms at positions 2 or 2' and the overall number of halogens incorporated into the BPA molecule. Different XBPA also showed distinct impacts on oxidative stress, peroxisome proliferator-activated receptor gamma - PPARγ, and inflammatory response. While increased DNA damage was observed for chlorinated water samples (4.14 ± 1.21-fold change), the additive effect of the selected 20 XBPA studied could not explain the increased DNA damage observed, indicating that additional species or synergistic effects might be at play. National Research Foundation (NRF) Public Utilities Board (PUB) Published version This work is funded by National Research Foundation, Singapore, and PUB, under its RIE2025 USS (Water) Centre of Excellence (CoE) programme – RIE2025-CoE/NEWRI. Authors acknowledge and are thankful to Agilent Technologies for xCELLigence RTCA instrument and support through a research collaboration agreement (RCA-2019-0349). 2024-05-13T07:49:05Z 2024-05-13T07:49:05Z 2024 Journal Article Dos Santos, M. M., Li, C., Jia, S., Thomas, M., Gallard, H., Croué, J., Carato, P. & Snyder, S. A. (2024). Formation of halogenated forms of bisphenol A (BPA) in water: resolving isomers with ion mobility - mass spectrometry and the role of halogenation position in cellular toxicity. Journal of Hazardous Materials, 465, 133229-. https://dx.doi.org/10.1016/j.jhazmat.2023.133229 0304-3894 https://hdl.handle.net/10356/176117 10.1016/j.jhazmat.2023.133229 38232544 2-s2.0-85182733177 465 133229 en RIE2025-CoE/NEWRI RCA-2019-0349 Journal of Hazardous Materials © 2023 The Authors. Published by Elsevier B.V. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/bync-nd/4.0/). application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Earth and Environmental Sciences
Chlorination
Disinfection by-products
spellingShingle Earth and Environmental Sciences
Chlorination
Disinfection by-products
Dos Santos, Mauricius Marques
Li, Caixia
Jia, Shenglan
Thomas, Mikael
Gallard, Hervé
Croué, Jean-Philippe
Carato, Pascal
Snyder, Shane Allen
Formation of halogenated forms of bisphenol A (BPA) in water: resolving isomers with ion mobility - mass spectrometry and the role of halogenation position in cellular toxicity
description Halogenated BPA (XBPA) forms resulting from water chlorination can lead to increased toxicity and different biological effects. While previous studies have reported the occurrence of different XBPAs, analytical limitation have hindered the analysis and differentiation of the many potential isomeric forms. Using online solid-phase extraction - liquid chromatography - ion-mobility - high-resolution mass spectrometry (OSPE-LC-IM-HRMS), we demonstrated a rapid analysis method for the analysis of XBPA forms after water chlorination, with a total analysis time of less than 10 min including extraction and concentration and low detection limits (∼5-80 ng/L range). A multi in-vitro bioassay testing approach for the identified products revealed that cytotoxicity and bioenergetics impacts were largely associated with the presence of halogen atoms at positions 2 or 2' and the overall number of halogens incorporated into the BPA molecule. Different XBPA also showed distinct impacts on oxidative stress, peroxisome proliferator-activated receptor gamma - PPARγ, and inflammatory response. While increased DNA damage was observed for chlorinated water samples (4.14 ± 1.21-fold change), the additive effect of the selected 20 XBPA studied could not explain the increased DNA damage observed, indicating that additional species or synergistic effects might be at play.
author2 Nanyang Environment and Water Research Institute
author_facet Nanyang Environment and Water Research Institute
Dos Santos, Mauricius Marques
Li, Caixia
Jia, Shenglan
Thomas, Mikael
Gallard, Hervé
Croué, Jean-Philippe
Carato, Pascal
Snyder, Shane Allen
format Article
author Dos Santos, Mauricius Marques
Li, Caixia
Jia, Shenglan
Thomas, Mikael
Gallard, Hervé
Croué, Jean-Philippe
Carato, Pascal
Snyder, Shane Allen
author_sort Dos Santos, Mauricius Marques
title Formation of halogenated forms of bisphenol A (BPA) in water: resolving isomers with ion mobility - mass spectrometry and the role of halogenation position in cellular toxicity
title_short Formation of halogenated forms of bisphenol A (BPA) in water: resolving isomers with ion mobility - mass spectrometry and the role of halogenation position in cellular toxicity
title_full Formation of halogenated forms of bisphenol A (BPA) in water: resolving isomers with ion mobility - mass spectrometry and the role of halogenation position in cellular toxicity
title_fullStr Formation of halogenated forms of bisphenol A (BPA) in water: resolving isomers with ion mobility - mass spectrometry and the role of halogenation position in cellular toxicity
title_full_unstemmed Formation of halogenated forms of bisphenol A (BPA) in water: resolving isomers with ion mobility - mass spectrometry and the role of halogenation position in cellular toxicity
title_sort formation of halogenated forms of bisphenol a (bpa) in water: resolving isomers with ion mobility - mass spectrometry and the role of halogenation position in cellular toxicity
publishDate 2024
url https://hdl.handle.net/10356/176117
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