Sensitive mass spectrometric analysis of carbonyl metabolites in human urine and fecal samples using chemoselective modification

Lin, Win; Conway, Louis P.; Block, Annika; Sommi, Greta; Vujasinović, Miroslav; Löhr, Matthias; Globisch, Daniel

doi:10.1039/d0an00150c

Cited by 24 publications

(17 citation statements)

References 62 publications

(80 reference statements)

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“…This number is greater than identified in fecal samples in any other study and exceeds our first‐generation analysis by a factor of two. [ 9c , 12a ] The reproducibility of this multistep method is illustrated by plotting the ratios of 13 C/ 12 C carbonyl‐conjugates, which is commonly used for determination of the reproducibility in related chemoproteomics research (Figure 2 b ). This similarity of labeled and unlabeled probes is required for precise sample analysis as it accounts for differences between both synthetic compounds 1/ 13 C 6 ‐1 , coupling efficiency to the magnetic beads, metabolite conjugation, bioorthogonal cleavage, and UPLC‐MS analysis.…”

Section: Resultsmentioning

confidence: 99%

Chemoselective and Highly Sensitive Quantification of Gut Microbiome and Human Metabolites

et al. 2021

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The microbiome has af undamental impact on the human hostsp hysiology through the production of highly reactive compounds that can lead to disease development. One class of such compounds are carbonyl-containing metabolites, which are involved in diverse biochemical processes.M ass spectrometry is the method of choice for analysis of metabolites but carbonyls are analytically challenging. Herein, we have developed an ew chemical biology tool using chemoselective modification to overcome analytical limitations.T wo isotopic probes allowf or the simultaneous and semi-quantitative analysis at the femtomole level as well as qualitative analysis at attomole quantities that allows for detection of more than 200 metabolites in human fecal, urine and plasma samples. This comprehensive mass spectrometric analysis enhances the scope of metabolomics-driven biomarker discovery.Weanticipate that our chemical biology tool will be of general use in metabolomics analysis to obtain ab etter understanding of microbial interactions with the human host and disease development.

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Section: Resultsmentioning

confidence: 99%

Chemoselective and Highly Sensitive Quantification of Gut Microbiome and Human Metabolites

et al. 2021

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“…Conway et al [99] proposed a new strategy which used a chemoselective probe immobilized to magnetic beads to efficiently separate carbonyl metabolites from biological matrix, thereby, reducing MS background interference and enhancing sensitivity by up to six orders of magnitude. In addition, the biorthogonal cleavage of the chemoselective probe can be cleaved from the magnetic beads under mild conditions to avoid degradation of labile carbonyl metabolites [100].…”

Section: Hydroxylaminesmentioning

confidence: 99%

Progress and Challenges in Quantifying Carbonyl-Metabolomic Phenomes with LC-MS/MS

2021

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Carbonyl-containing metabolites widely exist in biological samples and have important physiological functions. Thus, accurate and sensitive quantitative analysis of carbonyl-containing metabolites is crucial to provide insight into metabolic pathways as well as disease mechanisms. Although reversed phase liquid chromatography electrospray ionization mass spectrometry (RPLC-ESI-MS) is widely used due to the powerful separation capability of RPLC and high specificity and sensitivity of MS, but it is often challenging to directly analyze carbonyl-containing metabolites using RPLC-ESI-MS due to the poor ionization efficiency of neutral carbonyl groups in ESI. Modification of carbonyl-containing metabolites by a chemical derivatization strategy can overcome the obstacle of sensitivity; however, it is insufficient to achieve accurate quantification due to instrument drift and matrix effects. The emergence of stable isotope-coded derivatization (ICD) provides a good solution to the problems encountered above. Thus, LC-MS methods that utilize ICD have been applied in metabolomics including quantitative targeted analysis and untargeted profiling analysis. In addition, ICD makes multiplex or multichannel submetabolome analysis possible, which not only reduces instrument running time but also avoids the variation of MS response. In this review, representative derivatization reagents and typical applications in absolute quantification and submetabolome profiling are discussed to highlight the superiority of the ICD strategy for detection of carbonyl-containing metabolites.

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“…A secondary metabolite is not directly involved, but typically has a significant ecological role in these processes. Examples include antibiotics and pigments (Bentley, 1999) By comparison, metabolites are more generally identified as either endogenous (produced by the host organism) or exogenous in human-based metabolomics (Nordström et al, 2006), (Lin et al, 2020) metabolites of foreign substances such as drugs are referred to as xenometabolites (Crockford et al, 2008).…”

Section: Tendency Of Metabolitesmentioning

confidence: 99%

Narrative Review on Metabolomics and Its Extensive Applications in Plant Biotechnology and Oncology

Srivastava¹,

Choure²,

Parsai³

2020

Journal of Innovation in Applied Research

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Metabolomics is that the study of metabolomes in cells, biofluids, tissues, or organisms to comprehensively determine and quantify each endogenous and exogenous low-molecular-weight (<1kDa) metabolites in an exceedingly high-throughput biological system. Together with alternative omics disciplines, metabolomics has several applications for health, disease, precision and personalized medication, single cell, epidemiologic population studies, metabolic phenotyping, and metabolome-wide interaction studies, preciseness metabolomics, and integrative omics, biotechnology, and applied science. The scientific study of chemical processes involving metabolites, small molecule substrates, intermediates and cell metabolism products is termed as Metabolomics. In particular, metabolomics is the systematic study of the unique chemical fingerprints that specific cellular processes leave behind the study of their metabolite profiles in small molecules. In this review we had covered that how metabolomics is being applied in plant biotechnology and in oncology and how its role had helped the research platform in data interpretation.

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Sensitive mass spectrometric analysis of carbonyl metabolites in human urine and fecal samples using chemoselective modification

Abstract: 51 carbonyl-containing metabolites were validated in human urine and feces samples using an advanced chemoselective metabolite-capturing method for mass spectrometric analysis.

Cited by 24 publications

References 62 publications

Chemoselective and Highly Sensitive Quantification of Gut Microbiome and Human Metabolites

Chemoselective and Highly Sensitive Quantification of Gut Microbiome and Human Metabolites

Progress and Challenges in Quantifying Carbonyl-Metabolomic Phenomes with LC-MS/MS

Narrative Review on Metabolomics and Its Extensive Applications in Plant Biotechnology and Oncology

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