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ZHANG Xien, WANG Di, XU Fengguo. Applications and progress of chemical derivatization in targeted metabolomics LC-MS analysis[J]. Journal of China Pharmaceutical University, 2021, 52(1): 31-37. DOI: 10.11665/j.issn.1000-5048.20210104
Citation: ZHANG Xien, WANG Di, XU Fengguo. Applications and progress of chemical derivatization in targeted metabolomics LC-MS analysis[J]. Journal of China Pharmaceutical University, 2021, 52(1): 31-37. DOI: 10.11665/j.issn.1000-5048.20210104

Applications and progress of chemical derivatization in targeted metabolomics LC-MS analysis

Funds: This study was supported by the National Natural Science Foundation of China (No.82073812, No.81773682, No.81773861) and the Natural Science Foundation for Distinguished Young Scholars of Jiangsu Province(No.BK20180027)
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  • Received Date: July 25, 2020
  • Revised Date: September 21, 2020
  • The changes of metabolic profile are closely related to external stimulus, and the concentration of the metabolite can directly reflect the physiological or pathological states of organisms. Therefore, the quantitative detection of metabolites is necessary. However, traditional targeted metabolomic methods have such drawbacks as narrow coverage and low sensitivity. In recent years, derivatization techniques have developed rapidly in the field of metabolomics. Derivatization reagents for amine, hydroxyl, carboxyl, carbonyl, hydrosulphonyl and other groups have been used in metabolomics research. This paper introduces various derivatization reactions and their applications according to group classification and reviewes the characteristics of multi-group derivatization techniques, with a propect of their research directions and challenges.
  • [1]
    . J Chromatogr A, 2017, 1504: 83-90.
    [2]
    Shortreed MR, Lamos SM, Frey BL, et al. Ionizable isotopic labeling reagent for relative quantification of amine metabolites by mass spectrometry[J]. Anal Chem, 2006, 78(18): 6398-6403.
    [3]
    Wagner M, Ohlund LB, Shiao TC, et al. Isotope-labeled differential profiling of metabolites using N-benzoyloxysuccinimide derivatization coupled to liquid chromatography/high-resolution tandem mass spectrometry[J]. Rapid Commun Mass Spectrom, 2015, 29(18): 1632-1640.
    [4]
    Ji CJ, Li WL, Ren XD, et al. Diethylation labeling combined with UPLC/MS/MS for simultaneous determination of a panel of monoamine neurotransmitters in rat prefrontal cortex microdialysates[J]. Anal Chem, 2008, 80(23): 9195-9203.
    [5]
    Willacey CCW, Naaktgeboren M, Lucumi Moreno E, et al. LC-MS/MS analysis of the central energy and carbon metabolites in biological samples following derivatization by dimethylaminophenacyl bromide[J]. J Chromatogr A, 2019, 1608: 460413.
    [6]
    Lkhagva A, Shen CC, Leung YS, et al. Comparative study of five different amine-derivatization methods for metabolite analyses by liquid chromatography-tandem mass spectrometry[J]. J Chromatogr A, 2020, 1610: 460536.
    [7]
    Takayama T, Mizuno H, Toyo'oka T, et al. Isotope corrected chiral and achiral nontargeted metabolomics: an approach for high accuracy and precision metabolomics based on derivatization and its application to cerebrospinal fluid of patients with Alzheimer's disease[J]. Anal Chem, 2019, 91(7): 4396-4404.
    [8]
    Zhao S, Luo X, Li L. Chemical isotope labeling LC-MS for high coverage and quantitative profiling of the hydroxyl submetabolome in metabolomics[J]. Anal Chem, 2016, 88(21): 10617-10623.
    [9]
    Achaintre D, Buleté A, Cren-Olivé C, et al. Differential isotope labeling of 38 dietary polyphenols and their quantification in urine by liquid chromatography electrospray ionization tandem mass spectrometry[J]. Anal Chem, 2016, 88(5): 2637-2644.
    [10]
    Liu CX, Sheng X, Wang YM, et al. A sensitive approach for simultaneous quantification of carbonyl and hydroxyl steroids using 96-well SPE plates based on stable isotope coded- derivatization-UPLC-MRM: method development and application[J]. RSC Adv, 2018, 8(35): 19713-19723.
    [11]
    Fukui S, Takayama T, Toyo'oka T, et al. An accurate differential analysis of carboxylic acids in beer using ultra high-performance liquid chromatography-quadrupole time-of-flight mass spectrometry based on chiral derivatization combining three isotopic reagents[J]. Talanta, 2019, 205: 120146.
    [12]
    Marquis BJ, Louks HP, Bose C, et al. A new derivatization reagent for HPLC-MS analysis of biological organic acids[J]. Chromatographia, 2017, 80(12): 1723-1732.
    [13]
    Jiang RQ, Jiao Y, Zhang P, et al. Twin derivatization strategy for high-coverage quantification of free fatty acids by liquid chromatography-tandem mass spectrometry[J]. Anal Chem, 2017, 89(22): 12223-12230.
    [14]
    Bian XQ, Li N, Tan BB, et al. Polarity-tuning derivatization-LC-MS approach for probing global carboxyl-containing metabolites in colorectal cancer[J]. Anal Chem, 2018, 90(19): 11210-11215.
    [15]
    Kim KJ, Park HG, Hwang CH, et al. Quantitative targeted metabolomics for 15d-deoxy-Δ12, 14-PGJ2 (15d-PGJ2) by MALDI-MS[J]. Biotechnol Bioproc E, 2017, 22(1): 100-106.
    [16]
    Zhao S, Dawe M, Guo K, et al. Development of high-performance chemical isotope labeling LC-MS for profiling the carbonyl submetabolome[J]. Anal Chem, 2017, 89(12): 6758-6765.
    [17]
    Deng P, Higashi RM, Lane AN, et al. Quantitative profiling of carbonyl metabolites directly in crude biological extracts using chemoselective tagging and nanoESI-FTMS[J]. Analyst, 2017, 143(1): 311-322.
    [18]
    Ortmayr K, Schwaiger M, Hann S, et al. An integrated metabolomics workflow for the quantification of sulfur pathway intermediates employing thiol protection with N-ethyl maleimide and hydrophilic interaction liquid chromatography tandem mass spectrometry[J]. Analyst, 2015, 140(22): 7687-7695.
    [19]
    Zhang Y, Kang A, Deng HS, et al. Simultaneous determination of sulfur compounds from the sulfur pathway in rat plasma by liquid chromatography tandem mass spectrometry: application to the study of the effect of Shao Fu Zhu Yu decoction[J]. Anal Bioanal Chem, 2018, 410(16): 3743-3755.
    [20]
    Xu PY, Yang Y, Su MX, et al. Determination of endogenous glutathione in rat plasma by a new derivative LC-MS/MS method [J]. J China Pharm Univ(中国药科大学学报), 2018, 49(12): 209-214.
    [21]
    Zhao S, Li L. Dansylhydrazine isotope labeling LC-MS for comprehensive carboxylic acid submetabolome profiling[J]. Anal Chem, 2018, 90(22): 13514-13522.
    [22]
    Gomez-Gomez A, Soldevila A, Pizarro N, et al. Improving liquid chromatography-tandem mass spectrometry determination of polycarboxylic acids in human urine by chemical derivatization. Comparison of o-benzyl hydroxylamine and 2-picolyl amine[J]. J Pharm Biomed Anal, 2019, 164: 382-394.
    [23]
    Li YQ, Bao Y. Content comparison of 18 amino acids in plancenta histolysate determined by post-column derivatization cation-exchange chromatography and pre-column derivatization HPLC[J]. China Pharm(中国药师), 2016, 19(10): 1830-1846.
    [24]
    Zhao S, Li H, Han W, et al. Metabolomic coverage of chemical-group-submetabolome analysis: group classification and four-channel chemical isotope labeling LC-MS[J]. Anal Chem, 2019, 91(18): 12108-12115.
    [25]
    Cai WJ, Yu L, Wang W, et al. Simultaneous determination of multiclass phytohormones in submilligram plant samples by one-pot multifunctional derivatization-assisted liquid chromatography-tandem mass spectrometry[J]. Anal Chem, 2019, 91(5): 3492-3499.
    [26]
    Yuan BF, Zhu QF, Guo N, et al. Comprehensive profiling of fecal metabolome of mice by integrated chemical isotope labeling-mass spectrometry analysis[J]. Anal Chem, 2018, 90(5): 3512-3520.
    [27]
    Huang YZ, Jiao Y, Gao YQ, et al. An extendable all-in-one injection twin derivatization LC-MS/MS strategy for the absolute quantification of multiple chemical-group-based submetabolomes[J]. Anal Chim Acta, 2019, 1063: 99-109.
    [28]
    Huang TJ, Toro M, Lee R, et al. Multi-functional derivatization of amine, hydroxyl, and carboxylate groups for metabolomic investigations of human tissue by electrospray ionization mass spectrometry[J]. Analyst, 2018, 143(14): 3408-3414.
    [29]
    Xiao HM, Cai WJ, Ye TT, et al. Spatio-temporal profiling of abscisic acid, indoleacetic acid and jasmonic acid in single rice seed during seed germination[J]. Anal Chim Acta, 2018, 1031: 119-127.
    [30]
    An ZL, Hu T, Lv Y, et al. Targeted amino acid and related amines analysis based on iTRAQ?-LC-MS/MS for discovering potential hepatotoxicity biomarkers[J]. J Pharm Biomed Anal, 2020, 178: 112812.
    [31]
    Wu Q, Xu YM, Ji HC, et al. Enhancing coverage in LC-MS-based untargeted metabolomics by a new sample preparation procedure using mixed-mode solid-phase extraction and two derivatizations[J]. Anal Bioanal Chem, 2019, 411(23): 6189-6202.
    [32]
    Zhao XN, He YR, Zhu SY, et al. Stable isotope labeling derivatization and magnetic dispersive solid phase extraction coupled with UHPLC-MS/MS for the measurement of brain neurotransmitters in post-stroke depression rats administrated with gastrodin[J]. Anal Chim Acta, 2019, 1051: 73-81.
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