Skip to main content
SpringerLink
Log in

Determination of p-Methoxyphenacyl Bromide Derivatives of Alkylmethylphosphonic Acids in Urine Using Gas Chromatography with High-Resolution Mass Spectrometric Detection

  • ARTICLES
  • Published:
Journal of Analytical Chemistry Aims and scope Submit manuscript

Abstract

We developed a method for determining ethyl methylphosphonic, isopropyl methylphosphonic, isobutyl methylphosphonic, and pinacolyl methylphosphonic acids in human urine using gas chromatography with high-resolution mass spectrometry and preliminary derivatization with p-methoxyphenacyl bromide. All of the acids are specific hydrolysis products and biomarkers of nerve agents. Conditions of the derivatization reaction were optimized. Features and general patterns of the MS1 and MS2 spectra of derivatives acquired in electron and chemical ionization modes are revealed. The developed method achieved the limits of detection in the range from 20 to 70 ng/mL.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1.
Fig. 2.
Fig. 3.
Fig. 4.

Similar content being viewed by others

REFERENCES

  1. Organisation for the Prohibition of Chemical Weapons. http://www.opcw.org. Accessed June 5, 2020.

  2. Black, R.M. and Noort, D., in Chemical Weapons Convention Chemicals Analysis: Sample Collection, Preparation and Analytical Methods, Mesilaakso, M., Ed., Chichester: Wiley, 2005, p. 403.

    Google Scholar 

  3. Black, R.M., J. Anal. Toxicol., 2008, vol. 32, no. 1, p. 2.

    Article  CAS  Google Scholar 

  4. Wang, Q.Q., Xie, J.W., Gu, M.S., et al., Chromatographia, 2005, vol. 62, no. 3, p. 167.

    Article  CAS  Google Scholar 

  5. Shih, M.L., Smith, J.R., McMonagle, J.D., et al., Biol. Mass Spectrom., 1991, vol. 20, no. 11, p. 717.

    Article  CAS  Google Scholar 

  6. Kataoka, M. and Seto, Y., J. Chromatogr. B: Biomed. Sci. Appl., 2003, vol. 795, no. 1, p. 123.

    Article  CAS  Google Scholar 

  7. Driskell, W.J., Shih, M., Needham, L.L., et al., J. Anal. Toxicol., 2002, vol. 26, no. 1, p. 6.

    Article  CAS  Google Scholar 

  8. Barr, J.R., Driskell, W.J., Aston, L.S., et al., J. Anal. Toxicol., 2004, vol. 28, no. 5, p. 372.

    Article  CAS  Google Scholar 

  9. Riches, J., Morton, I., Read, R.W., et al., J. Chromatogr. B: Biomed. Sci. Appl., 2005, vol. 816, nos. 1–2, p. 251.

    Article  CAS  Google Scholar 

  10. Fredriksson, S.A., Hammarstrom, L.G., Henriksson, L., et al., J. Mass Spectrom., 1995, vol. 30, no. 8, p. 1133.

    Article  CAS  Google Scholar 

  11. Subramaniam, R., Ostin, A., Nilsson, C., et al., J. Chromatogr. B: Biomed. Sci. Appl., 2013, vol. 928, p. 98.

    Article  CAS  Google Scholar 

  12. Ciner, F.L., McCord, C.E., and Plunkett, R.W., Jr., et al., J. Chromatogr. B: Biomed. Sci. Appl., 2007, vol. 846, nos. 1–2, p. 42.

    Article  CAS  Google Scholar 

  13. Evans, R.A., Jakubowski, E.M., Muse, W.T., et al., J. Anal. Toxicol., 2008, vol. 32, no. 1, p. 78.

    Article  CAS  Google Scholar 

  14. Mawhinney, D.B., Hamelin, E.I., Fraser, R., et al., J. Chromatogr. B: Biomed. Sci. Appl., 2007, vol. 852, nos. 1–2, p. 235.

    Article  CAS  Google Scholar 

  15. Baygildiev, T., Zatirakha, A., Rodin, I., et al., J. Chromatogr. B: Biomed. Sci. Appl., 2017, vol. 1058, p. 32.

    Article  CAS  Google Scholar 

  16. Baygildiev, T.M., Vokuev, M.F., Oreshkin, D.V., et al., J. Anal. Chem., 2020, vol. 75, p. 1708.

    Article  CAS  Google Scholar 

Download references

Funding

The study was supported by the Russian Foundation for Basic Research, project no. 18-33-20068 mol_a_ved.

Author information

Authors and Affiliations

  1. Department of Chemistry, Moscow State University, 119991, Moscow, Russia

    D. V. Oreshkin, T. M. Baygildiev, M. F. Vokuev, A. V. Braun, I. V. Rybalchenko & I. A. Rodin

  2. Military Research Centre, 105005, Moscow, Russia

    D. V. Oreshkin, A. V. Braun & I. V. Rybalchenko

  3. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Science, 119334, Moscow, Russia

    I. A. Godovikov

Authors
  1. D. V. Oreshkin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. M. Baygildiev
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. M. F. Vokuev
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. V. Braun
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. I. A. Godovikov
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. I. V. Rybalchenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. I. A. Rodin
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to M. F. Vokuev.

Ethics declarations

The authors declare that they have no conflicts of interest.

Additional information

Translated by O. Zhukova

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Oreshkin, D.V., Baygildiev, T.M., Vokuev, M.F. et al. Determination of p-Methoxyphenacyl Bromide Derivatives of Alkylmethylphosphonic Acids in Urine Using Gas Chromatography with High-Resolution Mass Spectrometric Detection. J Anal Chem 76, 1530–1537 (2021). https://doi.org/10.1134/S1061934821130098

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1061934821130098

Keywords:

Search

Navigation