Derivatization for liquid chromatography-electrospray ionization-mass spectrometry analysis of small-molecular weight compounds

Zhang, Tianyi; Li, Sha; Zhu, Quan-Fei; Wang, Qing; Hussain, Dilshad; Feng, Yun

doi:10.1016/j.trac.2019.07.019

Cited by 68 publications

(38 citation statements)

References 69 publications

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“…In situ derivatization can generally be applied to small molecular analytes or hydrophilic compounds. A recent review covers the main chemical derivatization‐assisted LC–MS methods reported in the literature during the period 2014–2018, according to the functional groups of analytes (carboxyls, amines, carbonyls, thiols, hydroxyls, phosphates, modified nucleic acids, conjugated dienes and carbon–carbon double bonds; Zhang et al, 2019). The main problems in direct analysis of small molecular analytes by LC–ESI/MS emphasized by the authors are given by their poor ionization yield in the ESI interface, or the tendency of highly polar analytes to be more distributed in the interior of the droplets, leading to a poor MS detection response.…”

Section: In Situ Derivatizationmentioning

confidence: 99%

Derivatization procedures and their analytical performances for HPLC determination in bioanalysis

David

Moldoveanu

Galaon

2020

Biomedical Chromatography

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Derivatization, or chemical structure modification, is often used in bioanalysis performed by liquid chromatography technique in order to enhance detectability or to improve the chromatographic performance for the target analytes. The derivatization process is discussed according to the analytical procedure used to achieve the reaction between the reagent and the target compounds (containing hydroxyl, thiol, amino, carbonyl and carboxyl as the main functional groups involved in derivatization). Important procedures for derivatization used in bioanalysis are in situ or based on extraction processes (liquid-liquid, solid-phase and related techniques) applied to the biomatrix. In the review, chiral, isotope-labeling, hydrophobicity-tailored and post-column derivatizations are also included, based on representative publications in the literature during the last two decades. Examples of derivatization reagents and brief reaction conditions are included, together with some bioanalytical applications and performances (chromatographic conditions, detection limit, stability and sample biomatrix).

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Section: In Situ Derivatizationmentioning

confidence: 99%

Derivatization procedures and their analytical performances for HPLC determination in bioanalysis

David

Moldoveanu

Galaon

2020

Biomedical Chromatography

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“…Several excellent reviews have focused on isotope-coded derivatization strategies and their applications in global metabolomics or targeted small-molecular weight compounds [39][40][41][42][43]. In this review, we focus on the detection of carbonyl-containing metabolites and present the general principles and properties of representative derivatization reagents, as well as their advantages and shortcomings.…”

Section: Introductionmentioning

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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“…Besides, the identification of isomers with different functional groups, such as carboxyl, aldehyde, and ketone in the complex sample is still challenging just based on the molecular weight determined by MS. 27,28 Derivatization methods of specific functional group improve the sensitivity and selectivity of MS largely. [29][30][31][32][33] However, simultaneous multiple functional groups derivatization with only one reagent for MS detection has been rarely reported.…”

Section: Introductionmentioning

confidence: 99%

Rapid Mass Spectrometric Diagnosis of Bladder Cancer via Urine Carbonyl Metabolic Fingerprints

Nie

Jiang

et al. 2021

Preprint

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The diagnosis of bladder cancer (BC) is currently based on cystoscopy, which is invasive and expensive. Here, we described a non-invasive, low-cost BC diagnosis method based on a desorption, separation, and ionization mass spectrometry platform (DSI-MS) that adopts N, N- Dimethylethylenediamine (DMED) as a differential labeling reagent. The DSI-MS platform avoids the interferences from intra- and/or inter-samples, while the DMED increases detection sensitivity and distinguishes carboxyl, aldehyde, and ketone groups from untreated samples. Carbonyl metabolic fingerprints of urine from 28 BC patients and 38 controls were portrayed and significant differences of some potential biomarkers were observed. The mechanisms of the changes have been discussed. Logistic regression (LR) was applied to discriminate BC from controls and an accuracy of 87% was achieved. We believe this patient-friendly method provides a hopeful approach for BC rapid point-of-care diagnostic.

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Derivatization for liquid chromatography-electrospray ionization-mass spectrometry analysis of small-molecular weight compounds

Cited by 68 publications

References 69 publications

Derivatization procedures and their analytical performances for HPLC determination in bioanalysis

Derivatization procedures and their analytical performances for HPLC determination in bioanalysis

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

Rapid Mass Spectrometric Diagnosis of Bladder Cancer via Urine Carbonyl Metabolic Fingerprints

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