Probing glycation potential of dietary sugars in human blood by an integrated in vitro approach

Frolova, Nadezhda; Soboleva, Alena; Nguyen, Viet Duc; Kim, Ahyoung; Ihling, Christian; Eisenschmidt-Bönn, Daniela; Мамонтова, Татьяна Васильевна; Herfurth, Uta M.; Wessjohann, Ludger A.; Sinz, Andrea; Birkemeyer, Claudia; Frolov, Andrej

doi:10.1016/j.foodchem.2020.128951

Cited by 5 publications

(2 citation statements)

References 41 publications

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“…Due to its high specificity, sensitivity, and speed, mass spectrometry (MS) has been a cornerstone of glycation product analysis for several decades. − Many methods have been developed for the analysis of glycation products. − High-resolution MS techniques enable simultaneous detection and identification of both early and advanced glycation products even in complex mixtures. − This makes high-resolution MS particularly suitable for non-targeted glycation studies . The highly accurate precursor mass and fragmentation behavior are powerful features for structure elucidation and diagnostic fragment identification. − Challenges in non-targeted analysis including the lack of commercial standards and the diversity of structures can be tackled using isotope labeling. − …”

Section: Introductionmentioning

confidence: 99%

Open Search of Peptide Glycation Products from Tandem Mass Spectra

et al. 2022

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Identification of chemically modified peptides in mass spectrometry (MS)-based glycation studies is a crucial yet challenging task. There is a need to establish a mode for matching tandem mass spectrometry (MS/MS) data, allowing for both known and unknown peptide glycation modifications. We present an open search approach that uses classic and modified peptide fragment ions. The latter are shifted by the mass delta of the modification. Both provide key structural information that can be used to assess the peptide core structure of the glycation product. We also leverage redundant neutral losses from the modification side chain, introducing a third ion class for matching referred to as characteristic fragment ions. We demonstrate that peptide glycation product MS/MS spectra contain multidimensional information and that most often, more than half of the spectral information is ignored if no attempt is made to use a multi-step matching algorithm. Compared to regular and/or modified peptide ion matching, our triple-ion strategy significantly increased the median interpretable fraction of the glycation product MS/MS spectra. For reference, we apply our approach for Amadori product characterization and identify all established diagnostic ions automatically. We further show how this method effectively applies the open search concept and allows for optimized elucidation of unknown structures by presenting two hitherto undescribed peptide glycation modifications with a delta mass of 102.0311 and 268.1768 Da. We characterize their fragmentation signature by integration with isotopically labeled glycation products, which provides high validity for non-targeted structure identification.

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Section: Introductionmentioning

confidence: 99%

Open Search of Peptide Glycation Products from Tandem Mass Spectra

et al. 2022

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“…However, more glycation products exist with possible different ADME characteristics. A possible approach to identify these could include untargeted metabolomics approaches 363 or proteomics 364 . These analytical techniques can be applied to characterize the applied dietary exposure as well as to characterize biological matrices (e.g.…”

Section: Future Research Perspectives For the Potential Effects Of Di...mentioning

confidence: 99%

Bi-directional interactions between the gut microbiota and dietary glycation products

Dongen¹

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Advanced glycation end products (AGEs) and their precursors are a heterogenous group of compounds being associated with adverse health effects. AGEs can be formed endogenously and in exogenous sources including food. This review investigates the roles of endogenously versus exogenously formed AGEs in the potential induction of adverse health effects, focusing on differences in toxicokinetics and toxicodynamics of low molecular mass (LMM), high molecular mass (HMM) AGEs and their (dicarbonyl) precursors. Based on the available data, exogenous LMM AGEs seem to be bioavailable and together with their precursors they may contribute to dicarbonyl stress and protein cross linking resulting in formation of endogenous AGEs. Bioavailability of exogenous HMM AGEs and precursors appears limited, while these can bind to the AGE receptor (RAGE), initiating adverse health effects. Together, this suggests that adverse health effects via RAGE-binding in relevant tissues will more likely result from endogenously formed AGEs. Effects on gut microbiota composition and functionality induced by AGEs and their precursors is proposed as a third mode of action. Overall, there is a need for studies which better discriminate between free and peptide or protein-bound AGEs and their precursors in order to enable further elucidation of the contributions of these different types of glycation products to the ultimate biological effects.

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Qualitative and Quantitative Profiling of Fructose Degradation Products Revealed the Formation of Thirteen Reactive Carbonyl Compounds and Higher Reactivity Compared to Glucose

Ohno,

Auditore,

Gensberger-Reigl

et al. 2024

J. Agric. Food Chem.

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Fructose occurs in foods and as a metabolite in vivo. It can be degraded, leading to the formation of reactive carbonyl compounds, which may influence food properties and have an impact on health. The present study performed an in-depth qualitative and quantitative profiling of fructose degradation products. Thus, the α-dicarbonyl compounds 3-deoxyglucosone, glucosone, methylglyoxal, glyoxal, hydroxypyruvaldehyde, threosone, 3-deoxythreosone, and 1-desoxypentosone and the monocarbonyl compounds formaldehyde, acetaldehyde, glycolaldehyde, glyceraldehyde, and dihydroxyacetone were detected in fructose solutions incubated at 37 °C. Quantitative profiling after 7 days revealed 4.6–271.6-fold higher yields of all degradation products from fructose compared to glucose. Except for 3-deoxyglucosone, the product formation appeared to be metal dependent, indicating oxidative pathways. CaCl2 and MgCl2 partially reduced fructose degradation. Due to its high reactivity compared to glucose, particularly toward metal-catalyzed pathways, fructose may be a strong contributor to sugar degradation and Maillard reaction in foods and in vivo.

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Probing glycation potential of dietary sugars in human blood by an integrated in vitro approach

Cited by 5 publications

References 41 publications

Open Search of Peptide Glycation Products from Tandem Mass Spectra

Open Search of Peptide Glycation Products from Tandem Mass Spectra

Bi-directional interactions between the gut microbiota and dietary glycation products

Qualitative and Quantitative Profiling of Fructose Degradation Products Revealed the Formation of Thirteen Reactive Carbonyl Compounds and Higher Reactivity Compared to Glucose

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