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Rapid Preparation of a Large Sulfated Metabolite Library for Structure Validation in Human Samples

Metabolomics analysis of biological samples is widely applied in medical and natural sciences. Assigning the correct chemical structure in the metabolite identification process is required to draw the correct biological conclusions and still remains a major challenge in this research field. Several...

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Autores principales: Correia, Mario S. P., Lin, Weifeng, Aria, Arash J., Jain, Abhishek, Globisch, Daniel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7603051/
https://www.ncbi.nlm.nih.gov/pubmed/33081284
http://dx.doi.org/10.3390/metabo10100415
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author Correia, Mario S. P.
Lin, Weifeng
Aria, Arash J.
Jain, Abhishek
Globisch, Daniel
author_facet Correia, Mario S. P.
Lin, Weifeng
Aria, Arash J.
Jain, Abhishek
Globisch, Daniel
author_sort Correia, Mario S. P.
collection PubMed
description Metabolomics analysis of biological samples is widely applied in medical and natural sciences. Assigning the correct chemical structure in the metabolite identification process is required to draw the correct biological conclusions and still remains a major challenge in this research field. Several metabolite tandem mass spectrometry (MS/MS) fragmentation spectra libraries have been developed that are either based on computational methods or authentic libraries. These libraries are limited due to the high number of structurally diverse metabolites, low commercial availability of these compounds, and the increasing number of newly discovered metabolites. Phase II modification of xenobiotics is a compound class that is underrepresented in these databases despite their importance in diet, drug, or microbiome metabolism. The O-sulfated metabolites have been described as a signature for the co-metabolism of bacteria and their human host. Herein, we have developed a straightforward chemical synthesis method for rapid preparation of sulfated metabolite standards to obtain mass spectrometric fragmentation pattern and retention time information. We report the preparation of 38 O-sulfated alcohols and phenols for the determination of their MS/MS fragmentation pattern and chromatographic properties. Many of these metabolites are regioisomers that cannot be distinguished solely by their fragmentation pattern. We demonstrate that the versatility of this method is comparable to standard chemical synthesis. This comprehensive metabolite library can be applied for co-injection experiments to validate metabolites in different human sample types to explore microbiota-host co-metabolism, xenobiotic, and diet metabolism.
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spelling pubmed-76030512020-11-01 Rapid Preparation of a Large Sulfated Metabolite Library for Structure Validation in Human Samples Correia, Mario S. P. Lin, Weifeng Aria, Arash J. Jain, Abhishek Globisch, Daniel Metabolites Article Metabolomics analysis of biological samples is widely applied in medical and natural sciences. Assigning the correct chemical structure in the metabolite identification process is required to draw the correct biological conclusions and still remains a major challenge in this research field. Several metabolite tandem mass spectrometry (MS/MS) fragmentation spectra libraries have been developed that are either based on computational methods or authentic libraries. These libraries are limited due to the high number of structurally diverse metabolites, low commercial availability of these compounds, and the increasing number of newly discovered metabolites. Phase II modification of xenobiotics is a compound class that is underrepresented in these databases despite their importance in diet, drug, or microbiome metabolism. The O-sulfated metabolites have been described as a signature for the co-metabolism of bacteria and their human host. Herein, we have developed a straightforward chemical synthesis method for rapid preparation of sulfated metabolite standards to obtain mass spectrometric fragmentation pattern and retention time information. We report the preparation of 38 O-sulfated alcohols and phenols for the determination of their MS/MS fragmentation pattern and chromatographic properties. Many of these metabolites are regioisomers that cannot be distinguished solely by their fragmentation pattern. We demonstrate that the versatility of this method is comparable to standard chemical synthesis. This comprehensive metabolite library can be applied for co-injection experiments to validate metabolites in different human sample types to explore microbiota-host co-metabolism, xenobiotic, and diet metabolism. MDPI 2020-10-16 /pmc/articles/PMC7603051/ /pubmed/33081284 http://dx.doi.org/10.3390/metabo10100415 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Correia, Mario S. P.
Lin, Weifeng
Aria, Arash J.
Jain, Abhishek
Globisch, Daniel
Rapid Preparation of a Large Sulfated Metabolite Library for Structure Validation in Human Samples
title Rapid Preparation of a Large Sulfated Metabolite Library for Structure Validation in Human Samples
title_full Rapid Preparation of a Large Sulfated Metabolite Library for Structure Validation in Human Samples
title_fullStr Rapid Preparation of a Large Sulfated Metabolite Library for Structure Validation in Human Samples
title_full_unstemmed Rapid Preparation of a Large Sulfated Metabolite Library for Structure Validation in Human Samples
title_short Rapid Preparation of a Large Sulfated Metabolite Library for Structure Validation in Human Samples
title_sort rapid preparation of a large sulfated metabolite library for structure validation in human samples
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7603051/
https://www.ncbi.nlm.nih.gov/pubmed/33081284
http://dx.doi.org/10.3390/metabo10100415
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