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Simultaneous screening of homotaurine and taurine in marine macro-algae using liquid chromatography–fluorescence detection

Abstract

Simultaneous analysis of homotaurine and its homologous, taurine, is a highly challenging issue, especially in matrices they exist simultaneously. A simple precolumn derivatization procedure combined with high-performance liquid chromatography–fluorescence detection was developed for simultaneous determination of homotaurine and taurine in marine macro-algae. The analytes were derivated with o-phthalaldehyde at an ambient temperature and alkaline medium. Calibration curves were linear in the ranges of 50–2500 µg L−1 for homotaurine and 100–2500 µg L−1 for taurine with the coefficients of determination higher than 0.998. Limits of detection of homotaurine and taurine were 15 and 30 µg L−1, respectively. Intraday (n = 6) and inter-day (n = 4) precisions of the method were satisfactory with relative standard deviations less than 6.0%. Good recoveries (>94%) were acquired by the method for extraction of homotaurine and taurine from algae matrices. Liquid chromatography–mass spectrometry was also used to confirm detection of the analytes in algae samples. The data suggest that the method was successfully applied to simultaneous determination of homotaurine and taurine in algae samples.

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References

  1. 1.

    K. Ito, K. Miyazawa, F. Matsumoto, Amino acid composition of the ethanolic extractives from 31 species of marine red algae. J. Fac. Fish. Anim. Husb. Hiroshima Univ. Jpn. 16, 77–90 (1977)

  2. 2.

    K. Miyazawa, K. Ito, F. Matsumoto, Occurrence of d-2-hydroxy-3-aminopropane sulfonic acid and 3-aminopropane sulfonic acid in a red alga, Grateloupia livida. Jpn. Soc. Sci. Fish. Bull. 36, 109–114 (1970)

  3. 3.

    P.S. Aisen, J. Cummings, L.S. Schneider, Symptomatic and nonamyloid/tau based pharmacologic treatment for Alzheimer disease. Cold Spring Harb. Perspect. Med. 2, a006395 (2012)

  4. 4.

    T.R. Cataldi, G. Telesca, G. Bianco, Improved determination of taurine by high-performance anion-exchange chromatography with integrated pulsed amperometric detection (HPAEC–IPAD). Anal. Bioanal. Chem. 378, 804–810 (2004)

  5. 5.

    R.A. Helms, M.L. Christensen, M.C. Storm, R.W. Chesney, Adequacy of sulfur amino acid intake in infants receiving parenteral nutrition. J. Nutr. Biochem. 6, 462–466 (1995)

  6. 6.

    J.A. Timbrell, V. Seabra, C.J. Waterfield, The in vivo and in vitro protective properties of taurine. Gen. Pharmacol. Vasc. Syst. 26, 453–462 (1995)

  7. 7.

    N. Hussy, C. Deleuze, M.G. Desarménien, F.C. Moos, Osmotic regulation of neuronal activity: a new role for taurine and glial cells in a hypothalamic neuroendocrine structure. Prog. Neurobiol. 62, 113–134 (2000)

  8. 8.

    M. Tanabe, A. Nitta, H. Ono, Neuroprotection via strychnine-sensitive glycine receptors during post-ischemic recovery of excitatory synaptic transmission in the hippocampus. J. Pharmacol. Sci. 113, 378–386 (2010)

  9. 9.

    I. Ferreira, M. Nunes, E. Mendes, F. Remiao, M. Ferreira, Development of an HPLC–UV method for determination of taurine in infant formulae and breast milk. J. Liq. Chromatogr. Relat. Technol. 20, 1269–1278 (1997)

  10. 10.

    H. Kataoka, N. Ohnishi, M. Makita, Electron-capture gas chromatography of taurine as its N-pentafluorobenzoyl di-n-butylamide derivative. J. Chromatogr. B Biomed. Sci. Appl. 339, 370–374 (1985)

  11. 11.

    M.T. Kelly, H. Fabre, D. Perrett, Determination of taurine in plasma by capillary zone electrophoresis following derivatisation with fluorescamine. Electrophoresis 21, 699–705 (2000)

  12. 12.

    J.L. Meek, Application of inexpensive equipment for high pressure liquid chromatography to assays for taurine, gamma.-amino butyric acid, and 5-hydroxytryptophan. Anal. Chem. 48, 375–379 (1976)

  13. 13.

    D.W. Porter, M.A. Banks, V. Castranova, W.G. Martin, Reversed-phase high-performance liquid chromatography technique for taurine quantitation. J. Chromatogr. A 454, 311–316 (1988)

  14. 14.

    H. Yan, F. Qiao, M. Tian, K.H. Row, Application of 2, 4-dinitrofluorobenzene pre-column derivatization to quantitative determination of taurine and its intermediate in beverages and milk samples. J. Liq. Chromatogr. Relat. Technol. 36, 35–43 (2012)

  15. 15.

    D. Woollard, H. Indyk, The determination and distribution of taurine in dairy products. Food Chem. 46, 429–437 (1993)

  16. 16.

    G.P. McMahon, R. O’Kennedy, M.T. Kelly, High-performance liquid chromatographic determination of taurine in human plasma using pre-column extraction and derivatization. J. Pharm. Biomed. Anal. 14, 1287–1294 (1996)

  17. 17.

    H. Fabre, C. Perrin, N. Bosc, Determination of homotaurine as impurity in calcium acamprosate by capillary zone electrophoresis. J. Chromatogr. A 853, 421–430 (1999)

  18. 18.

    S. Mou, X. Ding, Y. Liu, Separation methods for taurine analysis in biological samples. J. Chromatogr. B 781, 251–267 (2002)

  19. 19.

    R.N. Rao, P.K. Maurya, D.D. Shinde, S.B. Agwane, Reversed-phase liquid chromatographic determination of tramiprosate in rat plasma using evaporative light scattering detector. Biomed. Chromatogr. 25, 925–929 (2011)

  20. 20.

    R.N. Rao, P.K. Maurya, D.D. Shinde, S. Khalid, Precolumn derivatization followed by liquid chromatographic separation and determination of tramiprosate in rat plasma by fluorescence detector: application to pharmacokinetics. J. Pharm. Biomed. Anal. 55, 282–287 (2011)

  21. 21.

    P. Chaimbault, P. Albéric, C. Elfakir, M. Lafosse, Development of an LC–MS–MS method for the quantification of taurine derivatives in marine invertebrates. Anal. Biochem. 332, 215–225 (2004)

  22. 22.

    D.-Q. Tang, X.-X. Zheng, Y.-J. Li, T.-T. Bian, Y.-Y. Yu, Q. Du, D.-Z. Yang, S.-S. Jiang, Two complementary liquid chromatography–tandem mass spectrometry (LC–MS/MS) methods to study the excretion and metabolic interaction of edaravone and taurine in rats. J. Chromatogr. B 970, 8–17 (2014)

  23. 23.

    M. Ricciutelli, G. Caprioli, M. Cortese, A. Lombardozzi, M. Strano, S. Vittori, G. Sagratini, Simultaneous determination of taurine, glucuronolactone and glucuronic acid in energy drinks by ultra high performance liquid chromatography–tandem mass spectrometry (triple quadrupole). J. Chromatogr. A 1364, 303–307 (2014)

  24. 24.

    D.Q. Tang, T.T. Bian, X.X. Zheng, Y. Li, X.W. Wu, Y.J. Li, Q. Du, S.S. Jiang, LC–MS/MS methods for the determination of edaravone and/or taurine in rat plasma and its application to a pharmacokinetic study. Biomed. Chromatogr. 28, 1173–1182 (2014)

  25. 25.

    Y.Y. Yu, X.X. Zheng, T.T. Bian, Y.J. Li, X.W. Wu, D.Z. Yang, S.S. Jiang, D.Q. Tang, Development and application of a LC–MS/MS assay for the simultaneous quantification of edaravone and taurine in beagle plasma. J. Sep. Sci. 36, 3837–3844 (2013)

  26. 26.

    H. Godel, T. Graser, P. Földi, P. Pfaender, P. Fürst, Measurement of free amino acids in human biological fluids by high-performance liquid chromatography. J. Chromatogr. A 297, 49–61 (1984)

  27. 27.

    S.J. Lillard, D.T. Chiu, R.H. Scheller, R.N. Zare, S.E. Rodríguez-Cruz, E.R. Williams, O. Orwar, M. Sandberg, J.A. Lundqvist, Separation and characterization of amines from individual atrial gland vesicles of Aplysia californica. Anal. Chem. 70, 3517–3524 (1998)

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Acknowledgements

The Iranian National Institute for Oceanography and Atmospheric Science is acknowledged for financially supporting the Project with Grant Number of 391–011–06.

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Correspondence to Ali Mehdinia.

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Mehdinia, A., Rostami, S., Dadkhah, S. et al. Simultaneous screening of homotaurine and taurine in marine macro-algae using liquid chromatography–fluorescence detection. J IRAN CHEM SOC 14, 2135–2142 (2017). https://doi.org/10.1007/s13738-017-1150-9

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Keywords

  • Homotaurine
  • Taurine
  • Precolumn derivatization
  • HPLC
  • Fluorescence detection
  • Marine algae