Next Article in Journal
A Python-Based Pipeline for Preprocessing LC–MS Data for Untargeted Metabolomics Workflows
Next Article in Special Issue
Obesity-Related Metabolome and Gut Microbiota Profiles of Juvenile Göttingen Minipigs—Long-Term Intake of Fructose and Resistant Starch
Previous Article in Journal
Antioxidant and Antibacterial Capacities of Origanum vulgare L. Essential Oil from the Arid Andean Region of Chile and its Chemical Characterization by GC-MS
Previous Article in Special Issue
Microbial Metabolite Urolithin B Inhibits Recombinant Human Monoamine Oxidase A Enzyme
Article

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

Department of Medicinal Chemistry, Science for Life Laboratory, Uppsala University, Box 574, SE-75123 Uppsala, Sweden
*
Author to whom correspondence should be addressed.
Metabolites 2020, 10(10), 415; https://doi.org/10.3390/metabo10100415
Received: 12 September 2020 / Revised: 4 October 2020 / Accepted: 13 October 2020 / Published: 16 October 2020
(This article belongs to the Special Issue Nutrition, Microbiota and Metabolism)
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. View Full-Text
Keywords: sulfated metabolites; metabolomics; structure validation; chemical synthesis; phase II metabolism; microbiome sulfated metabolites; metabolomics; structure validation; chemical synthesis; phase II metabolism; microbiome
Show Figures

Graphical abstract

MDPI and ACS Style

Correia, M.S.P.; Lin, W.; Aria, A.J.; Jain, A.; Globisch, D. Rapid Preparation of a Large Sulfated Metabolite Library for Structure Validation in Human Samples. Metabolites 2020, 10, 415. https://doi.org/10.3390/metabo10100415

AMA Style

Correia MSP, Lin W, Aria AJ, Jain A, Globisch D. Rapid Preparation of a Large Sulfated Metabolite Library for Structure Validation in Human Samples. Metabolites. 2020; 10(10):415. https://doi.org/10.3390/metabo10100415

Chicago/Turabian Style

Correia, Mario S.P., Weifeng Lin, Arash J. Aria, Abhishek Jain, and Daniel Globisch. 2020. "Rapid Preparation of a Large Sulfated Metabolite Library for Structure Validation in Human Samples" Metabolites 10, no. 10: 415. https://doi.org/10.3390/metabo10100415

Find Other Styles
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Back to TopTop