Comparative in vitro metabolism of short chain chlorinated paraffins (SCCPs) by human and chicken liver microsomes: First insight into heptachlorodecanes

Lan Lin; Mohamed Abou Elwafa Abdallah; Liu Jun Chen; Xiao Jun Luo; Bi Xian Mai; Stuart Harrad

doi:10.1016/j.scitotenv.2022.158261

Comparative in vitro metabolism of short chain chlorinated paraffins (SCCPs) by human and chicken liver microsomes: First insight into heptachlorodecanes

Lan Lin, Mohamed Abou Elwafa Abdallah, Liu Jun Chen, Xiao Jun Luo^*, Bi Xian Mai, Stuart Harrad

^*Corresponding author for this work

Geography, Earth and Environmental Sciences

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Abstract

Short chain chlorinated paraffins (SCCPs) are emerging persistent organic pollutants of great concern due to their ubiquitous distribution in the environment. However, little information is available on the biotransformation of SCCPs in organisms. In this study, a chlorinated decane: 1, 2, 5, 5, 6, 9, 10-heptachlorodecanes (HeptaCDs) was subjected to in vitro metabolism by human and chicken liver microsomes at environmentally relevant concentration. Using ultra-performance liquid chromatography-Q-Exactive Orbitrap mass spectrometry, two metabolites: monohydroxylated hexachlorodecane (HO-HexCD) and monohydroxy heptachlorodecane (HO-HeptaCD) were detected in human liver microsomal assays, while only one metabolite (HO-HexCD) was identified in chicken liver microsomal assays. The formation of HO-HexCD was fitted to a Michaelis-Menten model for chicken liver microsomes with a V_max (maximum metabolic rate) value of 4.52 pmol/mg/min. Metabolic kinetic parameters could not be obtained for human liver microsomes as steady state conditions were not reached under our experimental conditions. Notwithstanding this, the observed average biotransformation rate of HeptaCDs was much faster for human liver microsomes than for chicken liver microsomes. Due to the lack of authentic standards for the identified metabolites, the detailed structure of each metabolite could not be confirmed due to the possibility of conformational isomers. This study provides first insights into the biotransformation of SCCPs, providing potential biomarkers and enhancing understanding of bioaccumulation studies.

Original language	English
Article number	158261
Journal	Science of the Total Environment
Volume	851
Issue number	Pt 2
Early online date	27 Aug 2022
DOIs	https://doi.org/10.1016/j.scitotenv.2022.158261
Publication status	Published - 10 Dec 2022

Bibliographical note

Funding Information:
The study was funded by the National Natural Science Foundation of China (Nos. 41877386, 41931290), and Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program (2017BT01Z134) and Guangdong Foundation for the Program of Science and Technology Research (Nos. 2020B1212060053 and 2019B121205006). This research also received funding from the European Union's Horizon 2020 - Research and Innovation Framework Programme under the H2020 Marie Skłodowska-Curie Actions grant agreement no. 734522 (INTERWASTE) project. The authors also acknowledge Thermo Fisher Scientific for their technical support and license to Compound Discoverer 3.0 software demo, and Lin Lin for their assistance with UPLC-Orbitrap MS. This is contribtuion of No-3238 and SKLOG2020-04 from GIGCAS.

Funding Information:
The study was funded by the National Natural Science Foundation of China (Nos. 41877386 , 41931290 ), and Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program ( 2017BT01Z134 ) and Guangdong Foundation for the Program of Science and Technology Research (Nos. 2020B1212060053 and 2019B121205006 ). This research also received funding from the European Union 's Horizon 2020 - Research and Innovation Framework Programme under the H2020 Marie Skłodowska-Curie Actions grant agreement no. 734522 (INTERWASTE) project. The authors also acknowledge Thermo Fisher Scientific for their technical support and license to Compound Discoverer 3.0 software demo, and Lin Lin for their assistance with UPLC-Orbitrap MS. This is contribtuion of No-3238 and SKLOG2020-04 from GIGCAS.

Publisher Copyright:
© 2022 Elsevier B.V.

Keywords

Chicken
Human
In vitro metabolism
Liver microsome
SCCP

ASJC Scopus subject areas

Environmental Engineering
Environmental Chemistry
Waste Management and Disposal
Pollution

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linl2022comparativeAccepted author manuscript, 699 KBLicence: Creative Commons: Attribution-NonCommercial-NoDerivs (CC BY-NC-ND)

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Lin, L., Abdallah, M. A. E., Chen, L. J., Luo, X. J., Mai, B. X., & Harrad, S. (2022). Comparative in vitro metabolism of short chain chlorinated paraffins (SCCPs) by human and chicken liver microsomes: First insight into heptachlorodecanes. Science of the Total Environment, 851(Pt 2), Article 158261. Advance online publication. https://doi.org/10.1016/j.scitotenv.2022.158261

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title = "Comparative in vitro metabolism of short chain chlorinated paraffins (SCCPs) by human and chicken liver microsomes: First insight into heptachlorodecanes",

abstract = "Short chain chlorinated paraffins (SCCPs) are emerging persistent organic pollutants of great concern due to their ubiquitous distribution in the environment. However, little information is available on the biotransformation of SCCPs in organisms. In this study, a chlorinated decane: 1, 2, 5, 5, 6, 9, 10-heptachlorodecanes (HeptaCDs) was subjected to in vitro metabolism by human and chicken liver microsomes at environmentally relevant concentration. Using ultra-performance liquid chromatography-Q-Exactive Orbitrap mass spectrometry, two metabolites: monohydroxylated hexachlorodecane (HO-HexCD) and monohydroxy heptachlorodecane (HO-HeptaCD) were detected in human liver microsomal assays, while only one metabolite (HO-HexCD) was identified in chicken liver microsomal assays. The formation of HO-HexCD was fitted to a Michaelis-Menten model for chicken liver microsomes with a Vmax (maximum metabolic rate) value of 4.52 pmol/mg/min. Metabolic kinetic parameters could not be obtained for human liver microsomes as steady state conditions were not reached under our experimental conditions. Notwithstanding this, the observed average biotransformation rate of HeptaCDs was much faster for human liver microsomes than for chicken liver microsomes. Due to the lack of authentic standards for the identified metabolites, the detailed structure of each metabolite could not be confirmed due to the possibility of conformational isomers. This study provides first insights into the biotransformation of SCCPs, providing potential biomarkers and enhancing understanding of bioaccumulation studies.",

keywords = "Chicken, Human, In vitro metabolism, Liver microsome, SCCP",

author = "Lan Lin and Abdallah, {Mohamed Abou Elwafa} and Chen, {Liu Jun} and Luo, {Xiao Jun} and Mai, {Bi Xian} and Stuart Harrad",

note = "Funding Information: The study was funded by the National Natural Science Foundation of China (Nos. 41877386, 41931290), and Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program (2017BT01Z134) and Guangdong Foundation for the Program of Science and Technology Research (Nos. 2020B1212060053 and 2019B121205006). This research also received funding from the European Union's Horizon 2020 - Research and Innovation Framework Programme under the H2020 Marie Sk{\l}odowska-Curie Actions grant agreement no. 734522 (INTERWASTE) project. The authors also acknowledge Thermo Fisher Scientific for their technical support and license to Compound Discoverer 3.0 software demo, and Lin Lin for their assistance with UPLC-Orbitrap MS. This is contribtuion of No-3238 and SKLOG2020-04 from GIGCAS. Funding Information: The study was funded by the National Natural Science Foundation of China (Nos. 41877386 , 41931290 ), and Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program ( 2017BT01Z134 ) and Guangdong Foundation for the Program of Science and Technology Research (Nos. 2020B1212060053 and 2019B121205006 ). This research also received funding from the European Union 's Horizon 2020 - Research and Innovation Framework Programme under the H2020 Marie Sk{\l}odowska-Curie Actions grant agreement no. 734522 (INTERWASTE) project. The authors also acknowledge Thermo Fisher Scientific for their technical support and license to Compound Discoverer 3.0 software demo, and Lin Lin for their assistance with UPLC-Orbitrap MS. This is contribtuion of No-3238 and SKLOG2020-04 from GIGCAS. Publisher Copyright: {\textcopyright} 2022 Elsevier B.V.",

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AU - Chen, Liu Jun

AU - Luo, Xiao Jun

AU - Mai, Bi Xian

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N1 - Funding Information: The study was funded by the National Natural Science Foundation of China (Nos. 41877386, 41931290), and Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program (2017BT01Z134) and Guangdong Foundation for the Program of Science and Technology Research (Nos. 2020B1212060053 and 2019B121205006). This research also received funding from the European Union's Horizon 2020 - Research and Innovation Framework Programme under the H2020 Marie Skłodowska-Curie Actions grant agreement no. 734522 (INTERWASTE) project. The authors also acknowledge Thermo Fisher Scientific for their technical support and license to Compound Discoverer 3.0 software demo, and Lin Lin for their assistance with UPLC-Orbitrap MS. This is contribtuion of No-3238 and SKLOG2020-04 from GIGCAS. Funding Information: The study was funded by the National Natural Science Foundation of China (Nos. 41877386 , 41931290 ), and Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program ( 2017BT01Z134 ) and Guangdong Foundation for the Program of Science and Technology Research (Nos. 2020B1212060053 and 2019B121205006 ). This research also received funding from the European Union 's Horizon 2020 - Research and Innovation Framework Programme under the H2020 Marie Skłodowska-Curie Actions grant agreement no. 734522 (INTERWASTE) project. The authors also acknowledge Thermo Fisher Scientific for their technical support and license to Compound Discoverer 3.0 software demo, and Lin Lin for their assistance with UPLC-Orbitrap MS. This is contribtuion of No-3238 and SKLOG2020-04 from GIGCAS. Publisher Copyright: © 2022 Elsevier B.V.

PY - 2022/12/10

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N2 - Short chain chlorinated paraffins (SCCPs) are emerging persistent organic pollutants of great concern due to their ubiquitous distribution in the environment. However, little information is available on the biotransformation of SCCPs in organisms. In this study, a chlorinated decane: 1, 2, 5, 5, 6, 9, 10-heptachlorodecanes (HeptaCDs) was subjected to in vitro metabolism by human and chicken liver microsomes at environmentally relevant concentration. Using ultra-performance liquid chromatography-Q-Exactive Orbitrap mass spectrometry, two metabolites: monohydroxylated hexachlorodecane (HO-HexCD) and monohydroxy heptachlorodecane (HO-HeptaCD) were detected in human liver microsomal assays, while only one metabolite (HO-HexCD) was identified in chicken liver microsomal assays. The formation of HO-HexCD was fitted to a Michaelis-Menten model for chicken liver microsomes with a Vmax (maximum metabolic rate) value of 4.52 pmol/mg/min. Metabolic kinetic parameters could not be obtained for human liver microsomes as steady state conditions were not reached under our experimental conditions. Notwithstanding this, the observed average biotransformation rate of HeptaCDs was much faster for human liver microsomes than for chicken liver microsomes. Due to the lack of authentic standards for the identified metabolites, the detailed structure of each metabolite could not be confirmed due to the possibility of conformational isomers. This study provides first insights into the biotransformation of SCCPs, providing potential biomarkers and enhancing understanding of bioaccumulation studies.

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Comparative in vitro metabolism of short chain chlorinated paraffins (SCCPs) by human and chicken liver microsomes: First insight into heptachlorodecanes

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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