A readily 16O-/18O-isotopically-paired chiral derivatization approach for the quantification of 2-HG metabolic panel by liquid chromatography-Tandem mass spectrometry

Zheng, Junli; Jiang, Xue; Zhou, Jian‐Liang; Shi, Zi-Qi; Liu, Lifang; Xin, Gui-Zhong

doi:10.1016/j.aca.2019.05.056

Cited by 20 publications

(20 citation statements)

References 45 publications

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“…The samples were analyzed by UPLC-MS/MS showing good accuracy, linearity, and minimum matrix effects Xu et al, 2019). Lastly, the 18 O 0 / 18 O 2 -TSPC reagent pair could be used for chiral derivatization of hydroxyl and amine immunometabolite of 2-hydroxyglutarate Zheng et al (2019), as mentioned previously in our discussion about ICD reagents targeting amines (see Table 2).…”

Section: Carboxylic Acid-based Reagents For Alcoholsmentioning

confidence: 98%

“…As we mentioned previously, L‐PGA was used as a chiral ICD for amines, representing another example of carboxylic acid‐type ICD reagents (Mochizuki et al, ). In the same context of chiral ICD, Zheng et al () developed a novel reagent for diastereomeric ICD of amino and hydroxyl carboxylic acid metabolites. The 18 O 0 / 18 O 2 ‐ N ‐( p ‐toluenesulfonyl)‐L‐phenylalanyl chloride ( 18 O 0 / 18 O 2 ‐TSPC) pair were utilized as a novel optical resolving reagent to form differential isotope‐labeled diastereomers.…”

Section: Isotope‐coded Derivatization Reagents For Lc–ms Analysismentioning

confidence: 99%

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Current trends in isotope‐coded derivatization liquid chromatographic‐mass spectrometric analyses with special emphasis on their biomedical application

El-Maghrabey

Kishikawa

Kuroda

2020

Biomedical Chromatography

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Currently, LC–MS has various applications in different areas such as metabolomics, pharmacokinetics, and pathological studies. Yet, matrix effects resulting from co‐existing constituents remain a major problem for LC–MS [or LC–tandem mass spectrometry (LC–MS/MS)]. Moreover, technical problems and instrumental drifts may lead to ion abundance variance. Thus, an internal standard (IS) is required to guarantee the accuracy and precision of the method. Because of their limited number, isotope‐coded derivatization (ICD) has been recently introduced to overcome this problem. For ICD, a stable heavy isotope‐coded moiety is used for labeling the standard or the control sample and the formed products can act as ISs. A light form of the reagent is used for labeling the sample. Then, both are mixed and analyzed by LC–MS(/MS). This strategy permits the identification of different unknown analytes including potential metabolites and disease biomarkers. All these attributes lead to persistent growth in the applications of ICD LC–MS(/MS) in various biomedical branches. In this article we review the ICD methods published in the last eight years for biomedical applications as well as briefly summarize other applications for environmental and food analyses as some of their used ICD reagents were further applied for analyzing biological specimens or have the potential for that.

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Section: Carboxylic Acid-based Reagents For Alcoholsmentioning

confidence: 98%

Section: Isotope‐coded Derivatization Reagents For Lc–ms Analysismentioning

confidence: 99%

Current trends in isotope‐coded derivatization liquid chromatographic‐mass spectrometric analyses with special emphasis on their biomedical application

El-Maghrabey

Kishikawa

Kuroda

2020

Biomedical Chromatography

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“…As described above, modification of carbonyl-containing metabolites by a chemical derivatization strategy can convert them into LC-separable and MS-detectable derivatives. As shown in Figure 1, an excellent chemical derivatization reagent should be able to (1) enhance the stability of analytes by modifying the unstable moiety of analytes and reduce its in-source decay during MS detection [44,45], (2) improve the detection selectivity through removing endogenous interference or aiding structural elucidation by characteristic fragmentation in collision-induced dissociation (CID) [46,47], (3) improve the chromatographic separation performance and peak shape of analytes by adjusting retention time [48,49] and facilitate isomers separation by chiral derivatization reagents [50][51][52][53], (4) enhance detection sensitivity by the introduction of hydrophobic tags or permanent charged moiety to enhance ionization efficiency and improve the fragmentation pathway of analyte in CID for tandem MS analysis [54], and (5) reduce overall cost and improve throughout [55]. Therefore, many reagents have been developed based on classic carbonyl reactions (Figure 2) for detection of carbonyl-containing metabolites prior to LC-MS analysis.…”

Section: Types Of Derivatization Reagents For Carbonyl-containing Metabolitesmentioning

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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“…169,170 Many endogenous and exogenous based chiral metabolites exhibit stereospecificity. These compounds may be biomarker candidates due to their essential role in chiral metabolomics 171 and chiral lipidomics. 172 Enantiomers and stereoisomers can interact in different ways with the transport system, which can lead to diverse effects such as different biological functions.…”

Section: Molecular Omics Applicationsmentioning

confidence: 99%

Miniaturized LC in Molecular Omics

et al. 2020

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Miniaturized LC has evolved at an exponential rate over the last 50 years. In the past decade, it has received considerable attention in the field of bioanalytical separation science and technology due to the need to measure different classes of biomolecules present in a variety of matrixes on a global scale to gain a deeper understanding of complex biological processes. This field has become a dominant area underpinning the molecular omics research (e.g., proteomics, metabolomics, lipidomics, and foodomics), allowing key insights into the function and mechanism of small to very large biomolecules on a molecular level. This Feature highlights the recent advances in molecular omics focusing on miniaturized LC technology combined with mass spectrometry-based platforms, with a particular emphasis on the strategies adopted and applications using new and sensitive nanoscale analytical methodologies.

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A readily 16O-/18O-isotopically-paired chiral derivatization approach for the quantification of 2-HG metabolic panel by liquid chromatography-Tandem mass spectrometry

Cited by 20 publications

References 45 publications

Current trends in isotope‐coded derivatization liquid chromatographic‐mass spectrometric analyses with special emphasis on their biomedical application

Current trends in isotope‐coded derivatization liquid chromatographic‐mass spectrometric analyses with special emphasis on their biomedical application

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

Miniaturized LC in Molecular Omics

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