Abstract
N-(9-Anthrylmethyl)amines which combine a fluorescent subunit and a chelate forming fragment have revealed a signal switching property in an aqueous solution upon complexation (off) with Cu(II) and liberation (on) of the probe molecule by substitution with an other ligand. The ligand exchange reaction between N-(phosphonomethyl)glycine (glyphosate), a typical herbicide, with N-(9-anthrylmethyl)amines on Cu(II) ion leads the fluorescence signal intensity to revive, providing an indirect detection system of glyphosate available in water of neutral pH region. The present system has been applied to the post column detection in the ion chromatographic separation of glyphosate and its metabolite aminomethylphosphonic acid (AMPA).
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
R. A. Bissell, A. P. de Silva, H. Q. N. Gunaratne, P. L. M. Lynch, G. E. M. Maguire, and K. R. A.S. Sandanayaka, Chem. Soc. Rev., 1992, 187.
A. P. de Silva, H. Q. N. Gunaratne, T. Gunnlaugsson, A. J. M. Huxley, C. P. McCoy, J. T. Rademacher, and T. E. Rice, Chem. Rev., 1997, 97, 1515.
Y. Takahashi, D. P. A. Tanaka, H. Matsunaga, and T. M. Suzuki, J. Chem. Soc., Perkin Trans., 2002, 2, 759.
Y. Takahashi, D. P. A. Tanaka, H. Matsunaga, and T. M. Suzuki, Chem. Lett., 2002, 722.
L. Fabbrizzi and A. Poggi, Chem. Soc. Rev., 1995, 197.
L. Fabbrizzi, M. Licchelli, P. Pallavicini, and A. Taglietti, Inorg. Chem., 1996, 35, 1733.
S. Arimori, C. J. Ward, and T. D. James, Chem. Commun., 2001, 2018.
A. P. de Silva, H. Q. N. Gunaratne, and P. L. M. Lynch, J. Chem. Soc., Perkin Trans. 2, 1995, 685.
A. P. de Silva, H. Q. N. Gunaratne, and C. P. McCoy, Chem. Commun., 1996, 2399.
S. A. de Silva, B. Amorelli, D. C. Ishidor, K. C. Loo, K. E. Crooker, and Y. E. Pena, Chem. Commun., 2002, 1360.
V. Amendola, L. Fabbrizzi, P. Pallavicini, L. Parodi, and A. Perotti, J. Chem. Soc., Dalton Trans., 1998, 2053.
A. Chatterjee, T. M. Suzuki, Y. Takahashi, and D. A. Pacheco Tanaka, Chem. Eur. J., 2003, 9, 2.
A. P. de Silva and R. A. D.D. Rupasinghe, J. Chem. Soc., Chem. Commun., 1985, 1669.
M. Ayadim, J. L. Jiwan, A. P. de Silva, and J. Ph. Soumillion, Tetrahedron Lett., 1996, 37, 7039.
C. D. Stalikas and C. N. Konidari, J. Chromatogr., A, 2001, 907, 1.
H. R. Hudson, “Aminoalkanephosphonic acids and aminoalkanephosphinic acids,” 2000, Chap. 13, Chemistry and Biological Activity, Wiley, Chichester, 443.
L. Z. Avila, S. H. Looand, and J. W. Frost, J. Am. Chem. Soc., 1987, 109, 6758.
E. Borjesson and L. Torstensson, J. Chromatogr. A, 2000, 886, 207.
J. Patsias, A. Papadopoulou, and E. Papadopoulou-Mourkidou, J. Chromatogr. A, 2001, 932, 83.
Z. H. Kudzin, D. K. Gralak, J. Drabowic, and J. Luczak, J. Chromatogr. A, 2002, 947, 129.
D. B. Land and S. M. Edmonda, Mikrochim. Acta, 1966, 6, 1013.
S. E. Meek and D. J. Pietrzyk, Anal. Chem., 1988, 60, 1397.
M. J. Lovdahl and D. J. Pietrzyk, J. Chromatogr., 1992, 602, 197.
R. M. Smith and A. E. Martell, “Critical Stability Constants,” 1989, Vol. 2, Plenum Press, New York and London, 101.
R. M. Smith and A. E. Martell, “Critical Stability Constants,” 1989, Vol. 6, Plenum Press, New York and London, 39.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Tanaka, D.A.P., Alvarado, M.S.C., Tanco, M.A.L. et al. Switching of PET Fluorescence Signals Induced by Ligand Exchange Reactions of N-(9-Anthrylmethyl)amine on Cu(II) Complexes and Its Application to Postcolumn Detection of Glyphosate. ANAL. SCI. 21, 417–420 (2005). https://doi.org/10.2116/analsci.21.417
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.2116/analsci.21.417