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Chromatographia

, Volume 81, Issue 11, pp 1487–1494 | Cite as

LC–MS/MS Determination of Catecholamines in Urine Using FMOC-Cl Derivatization on Solid-Phase Extraction Cartridge

  • A. Azaryan
  • T. Ligor
  • B. Buszewski
  • A. Temerdashev
  • E. Dmitrieva
  • E. Gashimova
Original
  • 120 Downloads

Abstract

A method for the determination of catecholamine derivatives in human urine is proposed that includes the derivatization of target compounds on a solid-phase extraction cartridge and determination of the analytes by a UHPLC method with tandem mass-spectrometric detection. 9-Fluorenyl-methoxycarbonyl chloride was used as the derivatization agent. The limits of detection for the analytes were 2.5 ng mL−1 for 9-fluorenyl-methoxycarbonyl-adrenaline, 5 ng mL−1 for 9-fluorenyl-methoxycarbonyl-octopamine, and 25 ng mL−1 for 9-fluorenyl-methoxycarbonyl-dopamine. The proposed procedure was tested on real samples obtained from volunteers.

Keywords

Catecholamines Derivatization FMOC-Cl UHPLC–MS/MS Solid-phase extraction 

Notes

Acknowledgements

The studies were conducted as part of the Project No. 4.2612.2017/PC by the Ministry of Education and Science of the Russian Federation and were supported by the Russian Foundation for Basic Research, project No. 16-43-230404 r_a, using scientific equipment of the Ecological Analytical Core Facility Center of the Kuban State University, unique identifier RFMEFI59317Х0008.

Compliance with Ethical Standards

Conflict of interest

The authors declare that they had no conflict of interest.

Ethical approval

All procedures performed in studies involving human participants were in according with the ethical standards fo the institutional and with the 1964 Helsinki decloration and its later amendments.

Informed consent

Informed consent was obtained from all individual participants included in the study.

References

  1. 1.
    Gu Q, Shi X, Yin P, Gao P, Lu X, Xu G (2008) Analysis of catecholamines and their metabolites in adrenal gland by liquid chromatography tandem mass spectrometry. Anal Chim Acta 609:192–200CrossRefGoogle Scholar
  2. 2.
    Seckin ZE, Volkan M (2005) Flow injection fluorescence determination of dopamine using a photo induced electron transfer (PET) boronic acid derivative. Anal Chim Acta 574:104–108CrossRefGoogle Scholar
  3. 3.
    Berridge CW, Devilbiss DM (2011) Psychostimulants as cognitive enhancers: the prefrontal cortex, catecholamines, and attention-deficit/hyperactivity disorder. Biol Psychiatry 69:101–111CrossRefGoogle Scholar
  4. 4.
    Raggi MA, Sabbioni C, Casamenti G, Gerra G, Calonghi N, Masotti L (1999) Determination of catecholamines in human plasma by high-performance liquid chromatography with electrochemical detection. J Chromatogr B 730:201–211CrossRefGoogle Scholar
  5. 5.
    Siren H, Karjalainen U (1999) Study of catecholamines in patient urine samples by capillary electrophoresis. J Chromatogr A 853:527–533CrossRefGoogle Scholar
  6. 6.
    Volin P (1994) Determination of free urinary catecholamines by high-performance liquid chromatography with electrochemical detection. J Chromatogr B 655:121–126CrossRefGoogle Scholar
  7. 7.
    Eisenhofer G, Timmers HJ, Lenders JWM, Bornstein SR, Tiebel O, Mannelli M, King KS, Vocke CD, Linehan WM, Bratslavsky G, Pacak K (2011) Age at diagnosis of pheochromocytoma differs according to catecholamine phenotype and tumor location. J Clin Endocrinol Metab 96:375–384CrossRefGoogle Scholar
  8. 8.
    Hubbard KE, Wells A, Owens TS, Tagen M, Fraga CH, Stewart CF (2010) Determination of dopamine, serotonin, and their metabolites in pediatric cerebrospinal fluid by isocratic high performance liquid chromatography coupled with electrochemical detection. Biomed Chromatogr 24:626–631PubMedGoogle Scholar
  9. 9.
    Parrot S, Neuzeret PC, Denoroy L (2011) A rapid and sensitive method for the analysis of brain monoamine neurotransmitters using ultra-fast liquid chromatography coupled to electrochemical detection. J Chromatogr B 879:3871–3878CrossRefGoogle Scholar
  10. 10.
    Chan ECY, Wee PY, Ho PY, Ho PC (2000) High-performance liquid chromatographic assay for catecholamines and metanephrines using fluorimetric detection with pre-column 9-fluorenylmethyloxycarbonyl chloride derivatization. J Chromatogr B 749:179–189CrossRefGoogle Scholar
  11. 11.
    Bourcier S, Benoist JF, Clerc F, Rigal O, Taghi M, Hoppilliard Y (2006) Detection of 28 neurotransmitters and related compounds in biological fluids by liquid chromatography/tandem mass spectrometry. Rapid Commun Mass Spectrom 20:1405–1421CrossRefGoogle Scholar
  12. 12.
    Nirogi R, Komarneni P, Kandikere V, Boggavarapu R, Bhyrapuneni G, Benade V, Gorentla S (2013) A sensitive and selective quantification of catecholamine neurotransmitters in rat microdialysates by pre-column dansyl chloride derivatization using liquid chromatography–tandem mass spectrometry. J Chromatogr B 913–914:41–47CrossRefGoogle Scholar
  13. 13.
    Kumar A, Hart JP, McCalley DV (2011) Determination of catecholamines in urine using hydrophilic interaction chromatography with electrochemical detection. J Chromatogr A 1218:3854–3861CrossRefGoogle Scholar
  14. 14.
    Sakaguchi Y, Yoshida H, Hayama T, Itoyama M, Todoroki K, Yamaguchi M, Nohta H (2011) Selective liquid-chromatographic determination of native fluorescent biogenic amines in human urine based on fluorous derivatization. J Chromatogr A 1218:5581–5586CrossRefGoogle Scholar
  15. 15.
    de Jong WH, de Vries EG, Wolffenbuttel BH, Kema IP (2010) Automated mass spectrometric analysis of urinary free catecholamines using on-line solid phase extraction. J Chromatogr B 878:1506–1512CrossRefGoogle Scholar
  16. 16.
    Rozet E, Morello R, Lecomte F, Martin GB, Chiap P, Crommen J, Boos KS, Hubert P (2006) Performances of a multidimensional on-line SPE-LC-ECD method for the determination of three major catecholamines in native human urine: validation, risk and uncertainty assessments. J Chromatogr B 844:251–260CrossRefGoogle Scholar
  17. 17.
    Fotopoulou MA, Ioannou PC (2002) Post-column terbium complexation and sensitized fluorescence detection for the determination of norepinephrine, epinephrine and dopamine using high-performance liquid chromatography. Anal Chim Acta 462:179–185CrossRefGoogle Scholar
  18. 18.
    Kushnir MM, Urry FM, Frank EL, Roberts WL, Shushan B (2002) Analysis of catecholamines in urine by positive-ion electrospray tandem mass spectrometry. Clin Chem 48:323–331PubMedGoogle Scholar
  19. 19.
    Li XS, Li S, Wynveen P, Mork K, Kellermann G (2014) Development and validation of a specific and sensitive LC–MS/MS method for quantification of urinary catecholamines and application in biological variation studies. Anal Bioanal Chem 406:7287–7297CrossRefGoogle Scholar
  20. 20.
    Bergh MS, Bogen IL, Andersen JM, Øiestad ÅML, Berg T (2018) Determination of adrenaline, noradrenaline and corticosterone in rodent blood by ion pair reversed phase UHPLC–MS/MS. J Chromatogr B 1072:161–172CrossRefGoogle Scholar
  21. 21.
    Shou WZ, Naidong W (2005) Simple means to alleviate sensitivity loss by trifluoroacetic acid (TFA) mobile phases in the hydrophilic interaction chromatography–electrospray tandem mass spectrometric (HILIC–ESI/MS/MS) bioanalysis of basic compounds. J Chromatogr B 825:186–192CrossRefGoogle Scholar
  22. 22.
    Forgacsova A, Galba J, Garruto RM, Majerova P, Katina S, Kovac A (2018) A novel liquid chromatography/mass spectrometry method for determination of neurotransmitters in brain tissue: application to human tauopathies. J Chromatogr B 1073:154–162CrossRefGoogle Scholar
  23. 23.
    Yoshitake M, Nohta H, Yoshida H, Yoshitake T, Todoroki K, Yamaguchi M (2006) Selective determination of native fluorescent bioamines through precolumn derivatization and liquid chromatography using intramolecular fluorescence resonance energy transfer detection. Anal Chem 78:920–927CrossRefGoogle Scholar
  24. 24.
    Chirita RI, West C, Finaru AL, Elfakir C (2010) Approach to hydrophilic interaction chromatography column selection: application to neurotransmitters analysis. J Chromatogr A 1217:3091–3104CrossRefGoogle Scholar
  25. 25.
    Tufi S, Lamoree M, de Boer J, Leonards P (2015) Simultaneous analysis of multiple neurotransmitters by hydrophilic interaction liquid chromatography coupled to tandem mass spectrometry. J Chromatogr A 1395:79–87CrossRefGoogle Scholar
  26. 26.
    Konieczna L, Roszkowska A, Niedźwiecki M, Bączek T (2016) Hydrophilic interaction chromatography combined with dispersive liquid–liquid microextraction as a preconcentration tool for the simultaneous determination of the panel of underivatized neurotransmitters in human urine samples. J Chromatogr A 1431:111–121CrossRefGoogle Scholar
  27. 27.
    Nohta H, Mitsui A, Ohkura Y (1986) High-performance liquid chromatographic determination of urinary catecholamines by direct pre-column fluorescence derivatization with 1,2-diphenylethylenediamine. J Chromatogr 380:229–231CrossRefGoogle Scholar
  28. 28.
    Van der Hoorn FAJ, Boomsma F, Man in’t Veld AJ, Schalekamp MA (1991) Improved measurement of urinary catecholamines by liquid–liquid extraction, derivatization and high performance liquid chromatography with fluorometric detection. J Chromatogr 563:348–355CrossRefGoogle Scholar
  29. 29.
    Zhao HX, Mun H, Bai YH, Yu H, Hu YM (2011) Rapid method for the determination of dopamine in porcine muscle by pre-column derivatization and HPLC with fluorescence detection. J Pharm 1:208–212Google Scholar
  30. 30.
    Campins-Falco P, Sevillano-Cabeza A, Molins-Legua C, Kohlmann M (1996) Amphetamine and methamphetamine determination in urine by reversed-phase high-performance liquid chromatography with simultaneous sample clean-up and derivatization with 1,2-naphthoquinone 4-sulphonate on solid-phase cartridges. J Chromatogr B 687:239–246CrossRefGoogle Scholar
  31. 31.
    Campins-Falco P, Sevillano-Cabeza A, Molins-Legua C, Serrano RP (1997) Derivatization of amphetamine and methamphetamine with 1,2-naphthoquinone 4-sulfonic acid into solid-phase extraction cartridges. Determination of amphetamine in pharmaceutical and urine samples. Analyst 122:673–677CrossRefGoogle Scholar
  32. 32.
    Woo HI, Yang JS, Oh HJ, Cho YY, Kim JH, Park HD, Lee SY (2016) A simple and rapid analytical method based on solid-phase extraction and liquid chromatography–tandem mass spectrometry for the simultaneous determination of free catecholamines and metanephrines in urine and its application to routine clinical analysis. Clin Biochem 49:573–579CrossRefGoogle Scholar
  33. 33.
    Chen S, Li Q, Carvey PM, Li K (1999) Analysis of 9-fluorenylmethyloxycarbonyl derivatives of catecholamines by high performance liquid chromatography, liquid chromatography/mass spectrometry and tandem mass spectrometry. Rapid Commun Mass Spectrom 13:1869–1877CrossRefGoogle Scholar
  34. 34.
    Brice RW, Zhang X, Colón LA (2009) Fused-core, sub-2 µm packings, and monolithic HPLC columns: a comparative evaluation. J Sep Sci 32:2723–2731CrossRefGoogle Scholar
  35. 35.
    Hayes R, Ahmed A, Edge T, Zhang H (2014) Core–shell particles: Preparation, fundamentals and applications in high performance liquid chromatography. J Chromatogr A 1357:36–52CrossRefGoogle Scholar
  36. 36.
    Preti R (2016) Core–shell columns in high-performance liquid chromatography: food analysis applications. Int J Anal Chem.  https://doi.org/10.1155/2016/3189724 CrossRefPubMedPubMedCentralGoogle Scholar
  37. 37.
    Chirita RI, Finaru AL, Elfakir C (2011) Evaluation of fused-core and monolithic versus porous silica-based C18 columns and porous graphitic carbon for ion-pairing liquid chromatography analysis of catecholamines and related compounds. J Chromatogr B 879:633–640CrossRefGoogle Scholar
  38. 38.
    Verdú-Andrés J, Campíns-Falcó P, Herráez-Hernández R (2002) Liquid chromatographic determination of aliphatic amines in water using solid support assisted derivatization with 9-fluorenylmethyl chloroformate. Chromatographia 55:129–134CrossRefGoogle Scholar

Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2018

Authors and Affiliations

  1. 1.Kuban State UniversityKrasnodarRussia
  2. 2.Nicolaus Copernicus UniversityToruńPoland

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