Untargeted LC-MS based identification of Rebaudioside A degradation products impacting flavor perception during storage

Gelinas, Benjamin S.; Liu, Yifan; Tello, Edisson; Peterson, Devin G.

doi:10.1016/j.foodchem.2021.131457

Cited by 9 publications

(5 citation statements)

References 31 publications

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“…Stevioside and rebaudioside A are the main steviol glycosides of interest, and rebaudioside A is the most abundant in stevia extracts . The stevia sweetener market is growing at an average annual rate of 6.1%, and accounts for one-third of total sweetener usage . Stevioside consists of three glucose molecules attached to steviol aglycone, and rebaudioside A has four glucose molecules attached to the aglycone. , …”

Section: Resultsmentioning

confidence: 99%

“…38 The stevia sweetener market is growing at an average annual rate of 6.1%, and accounts for one-third of total sweetener usage. 39 Stevioside consists of three glucose molecules attached to steviol aglycone, and rebaudioside A has four glucose molecules attached to the aglycone. 22,40 Figure 6 showed the trend of stevioside (Figure 6A) and rebaudioside A (Figure 6B) in different samples of orange juices.…”

Section: Molecular Markers In Orangementioning

confidence: 99%

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Applications of Ultrahigh Performance Liquid Chromatography Electrospray Ionization Q-Orbitrap Mass Spectrometry and QuEChERS for Fingerprinting and Identification of Molecular Markers in Orange Juices

Wang

Chow

2023

ACS Food Sci. Technol.

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This study explored the use of UHPLC/ESI Q-Orbitrap HRMS-based nontarget metabolomics and QuEChERS for fingerprinting and profiling of orange juices for purposes of assessing authenticity and consumer protection. UHPLC/ESI Q-Orbitrap Full MS and Full MS/dd-MS 2 (TopN) data allowed for principle component analysis (PCA), clustering, and differential analysis, and identification of molecular markers. By differential analysis, orange juices made "From Concentrate" (FCs) and "Not From Concentrate" (NFCs) were distinguished in the PCA score plot. Common citrus flavonoids such as tangeretin, nobiletin, hesperidin, and narirutin from orange juices were identified. Steviol glycosides (stevioside and rebaudioside A) were also identified in orange juice/beverage in which stevia extracts had been added as sweeteners. The use of UHPLC/ESI Q-Orbitrap and QuEChERS was practical to distinguish FCs and NFCs, and identify citrus flavonoids and other molecular markers. The identified markers can be used to develop quantitative methods and establish their benchmarks for orange juice authentication and quality.

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Section: Resultsmentioning

confidence: 99%

Section: Molecular Markers In Orangementioning

confidence: 99%

Applications of Ultrahigh Performance Liquid Chromatography Electrospray Ionization Q-Orbitrap Mass Spectrometry and QuEChERS for Fingerprinting and Identification of Molecular Markers in Orange Juices

Wang

Chow

2023

ACS Food Sci. Technol.

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“…The results showed that degradation products directly affect the flavor stability of Reb A in Relationship among glycomics, Lipidomics, Flavomics and Metabonomics. 10.3389/fsufs.2023.1249199 Frontiers in Sustainable Food Systems 10 frontiersin.org acidified beverages (Gelinas et al, 2022). Changes in flavor are also crucial indicator of food quality.…”

Section: Application Of Other Omics In the Storage And Transportation...mentioning

confidence: 99%

Application of omics technology in the storage and transportation of agricultural products

Bai,

Zhang,

Peng

et al. 2023

Front. Sustain. Food Syst.

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Agricultural products may deteriorate due to various reasons during storage and transportation, resulting in serious losses. However, the mechanism of deterioration is complex, and many mechanisms are currently unclear. In recent years, the rapid development of omics technologies, such as genomics, proteomics, transcriptomics, and metabolomics, has led to breakthroughs in exploring the mechanism of product quality changes during the storage and transportation of agricultural products, and also help to understand molecular mechanisms. By using omics technology to gain a deeper understanding of the changes in agricultural products during storage and transportation, more efficient, environmentally friendly, and resource saving storage and transportation methods can be developed, providing a research foundation for the sustainability of China’s agricultural food system. In addition, research on omics technology has provided theoretical support for screening more suitable storage methods and transportation conditions. This review presents the potential application omics technologies in agricultural product storage and transportation. The application examples of omics technology in the storage and transportation process of agricultural products were discussed. Finally, the prospects indicate that omics technology has unlimited potential.

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“…Analytical methods for diterpene glycoside analysis need to be developed to meet legislative requirements, ensure comprehensive coverage of detected steviol glycosides (including isomers , ), and provide accurate structural annotation . Moreover, these methods are crucial for phytochemical and bioactive research, authentication profiling in food commodities, identification of the degradation products of steviol glycosides, , optimization of processing methodology, and the breeding of S. rebaudiana Bertoni for favorable flavor characteristics …”

Section: Introductionmentioning

confidence: 99%

Fine-Scale Characterization of Plant Diterpene Glycosides Using Energy-Resolved Untargeted LC-MS/MS Metabolomics Analysis

Zhang,

Chen,

et al. 2024

J. Am. Soc. Mass Spectrom.

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Plant diterpene glycosides are essential for diverse physiological processes. Comprehensive structural characterization proved to be a challenge due to variations in glycosylation patterns, diverse aglycone structures, and the absence of comprehensive reference databases. In this study, a method for fine-scale characterization was proposed based on energy-resolved (ER) untargeted LC-MS/MS metabolomics analysis using steviol glycosides as a demonstration. Energy-dependent fragmentation patterns were unveiled by a series of model compounds. Distinct glycosylation sites were discerned by leveraging varying fragmentation energies for the precursor ions. The sugar moiety linkage at C19OOH (R1) exhibited facile and intact cleavage at low collision energies, while the sugar moiety at C13−OH (R2) demonstrated consecutive cleavage with increasing energy. Aglycone ions exhibited a higher relative intensity at NCE 50, with relative intensities ranging from 95% to 100%. Subsequently, aglycone candidates, R1 sugar composition, and R2 sugar sequence were deduced through ER-MS/MS analysis. The developed method was applied to Stevia rebaudiana leaves. A total of 91 diterpene glycosides were unambiguously identified, including 16 steviol glycosides with novel acetylglycosylation patterns. This method offers a rapid alternative for glycan analysis and the structural differentiation of isomers. The developed method enhances the understanding of diterpene glycosides in plants, providing a reliable tool for the in-depth characterization of complex metabolite profiles.

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Untargeted LC-MS based identification of Rebaudioside A degradation products impacting flavor perception during storage

Cited by 9 publications

References 31 publications

Applications of Ultrahigh Performance Liquid Chromatography Electrospray Ionization Q-Orbitrap Mass Spectrometry and QuEChERS for Fingerprinting and Identification of Molecular Markers in Orange Juices

Applications of Ultrahigh Performance Liquid Chromatography Electrospray Ionization Q-Orbitrap Mass Spectrometry and QuEChERS for Fingerprinting and Identification of Molecular Markers in Orange Juices

Application of omics technology in the storage and transportation of agricultural products

Fine-Scale Characterization of Plant Diterpene Glycosides Using Energy-Resolved Untargeted LC-MS/MS Metabolomics Analysis

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