Equilibria and Stability in Glycine, Tartrate and Tryptophan Complexes, Investigation on Interactions in Cu(II) Binary and Ternary Systems in Aqueous Solution

Abstract


The acidity and stability constants of M(Gly)1, M(Ttr)1, and M(Trp)1 M: Cu2+, Cu(Bpy2)2+, and Cu(Phen3)2+ complexes, were determined by potentiometric pH titration. It is shown that the stability of the binary Cu(L), (L: Gly, Ttr, and Trp) complex is determined by the basicity of the carboxylate group on one side and amino group on the other side. It is demonstrated that the equilibrium, Cu(Ha4)2+ + Cu(L) Cu(Har)(L) + Cu2+, is displacement due to the well known experience that mixed ligand complexes formed by a divalent 3d ion, a heteroaromatic N base and an O donor ligand possess increased stability. The stability constants of the 1:1 complexes formed between Cu2+, Cu(Bpy)2+ or Cu(Phen)2+ and L2-, were determined by potentiometric pH titration in aqueous solution (I = 0.1 M, NaNO3, 25?C). The order of the stability constants was reported. A comparative investigation between ternary complexes of Trp, Ttr, and Gly is made. The comparison of stability constants of these ternary complexes show that Cu(Har)(Trp) is found near 100% in closed form but Cu(Har)(Gly) exists in open form. The differences between the above mentioned stability constants are based on stacked form of Cu(Har)(Trp). The last provides increased stability.


Share and Cite:

S. Sajadi, "Equilibria and Stability in Glycine, Tartrate and Tryptophan Complexes, Investigation on Interactions in Cu(II) Binary and Ternary Systems in Aqueous Solution," Open Journal of Inorganic Non-metallic Materials, Vol. 4 No. 1, 2014, pp. 1-6. doi: 10.4236/ojinm.2014.41001.

Conflicts of Interest

The authors declare no conflicts of interest.

References

[1] IUPAC-IUBMB Joint Commission on Biochemical Nomenclature, “Recommendations on Organic & Biochemical Nomenclature, Symbols & Terminology etc.,” 2007. http://www.chem.qmul.ac.uk/iupac/AminoAcid/
[2] A. C. Moffat, J. V. Jackson, M. S. Moss and B. Widdop, “Clarke’s Isolation and Identification of Drugs,” The Pharmaceutical Press, London, 1986, p. 1056.
[3] A. R. Fiorucci and E. T. G. Cavalheiro, “The Use of Carbon Paste Electrode in the Direct Voltammetric Determination of Tryptophan in Pharmaceutical Formulations,” Journal of Pharmaceutical and Biomedical Analysis, Vol. 28, 2002, pp. 909-915. http://dx.doi.org/10.1016/S0731-7085(01)00711-7
[4] H. H. Hussey, “Sleep Inducement by L-Tryptophan,” Journal of the American Chemical Society, Vol. 87, 1974, p. 1126.
[5] P. Cioni and G. B. Strambini, “Tryptophan Phosphorescence and Pressure Effects on Protein Structure,” Biochimica et Biophysica Acta, Vol. 1595, 2002, pp. 116-130. http://dx.doi.org/10.1016/S0167-4838(01)00339-9
[6] Y. D. Liang and J. F. Song, “Flow-Injection Chemiluminescence Determination of Tryptophan through Its Peroxidation and Epoxidation by Peroxynitrous Acid,” Journal of Pharmaceutical and Biomedical Analysis, Vol. 38, 2005, pp. 100-106. http://dx.doi.org/10.1016/j.jpba.2004.12.010
[7] K. D. Altria, P. Harkin and M. G. Hindson, “Quantitative Determination of Tryptophan Enantiomers by Capillary Electrophoresis,” Journal of Chromatography B: Biomedical Sciences and Applications, Vol. 686, 1996, pp. 103-110. http://dx.doi.org/10.1016/S0378-4347(96)00037-0
[8] Handbook of Chemistry & Physics, Vol. 55, 1975, p. 129.
[9] J. L. Miranda and J. Felcman, “Study on Guanidino-Carboxylate Interactions in Copper(II) Ternary Complexes of Guanidinoacetic Acid with Glutamic and Aspartic Acids,” Polyhedron, Vol. 22, No. 2, 2003, pp. 225-233. http://dx.doi.org/10.1016/S0277-5387(02)01304-9
[10] S. A. A. Sajadi, B. Song and H. Sigel, “Ternary Complexes in Solution. Intramolecular Stacking Interactions in Mixed Ligand Complexes Formed by Copper(II), 2,2’-Bipyridyl or 1,10-Phenanthroline and a Pyrimidine-Nucleoside 5’-Diphosphate (CDP3-, UDP3-, dTDP3-),” Inorganica Chimica Acta, Vol. 283, 1998, pp. 193-201. http://dx.doi.org/10.1016/S0020-1693(98)00097-8
[11] J. Felcman and J. L. Miranda, “A Potentiometric Study of Guanidinoacetic Acid Complexation with the Ions Mn(II), Co(II), Ni(II), Cu(II), Zn(II), Cd(II) and Pb(II),” Journal of the Brazilian Chemical Society, Vol. 8, No. 6, 1997, p. 575. http://dx.doi.org/10.1590/S0103-50531997000600003
[12] L. D. Pettit and A. Powel, “IUPAC Stability Conatants Database, Release 3, Version 3.02,” Academic Software Timble, 1998.
[13] H. Sigel, A. D. Zuberbuehler and O. Yamauchi, “Techniques for Postcolumn Derivatization in Gas Chromatography/Mass Spectrometry,” Analytical Chimistry Acta, Vol. 63, No. 3, 1991, pp. 255-261. http://dx.doi.org/10.1021/ac00003a013
[14] H. Sigel and C. F. Naumann, “Ternary Complexes in Solution. XXIV. Metal Ion Bridging of Stacked Purine-Indole Adducts. The Mixed-Ligand Complexes of Adenosine 5’-Triphospha,” Journal of the American Chemical Society, Vol. 98, No. 3, 1976, pp. 730-739. http://dx.doi.org/10.1021/ja00419a015
[15] S. A. A. Sajadi, B. Song and H. Sigel, “Ternary Complexes in Solution. Intramolecular Stacking Interactions in Mixed Ligand Complexes Formed by Copper(II), 2,2’-Bipyridyl or 1,10-Phenanthroline and a Pyrimidine-Nucleoside 5’-Diphosphate (CDP3-, UDP3-, dTDP3-),” Inorganica Chimica Acta, Vol. 283, 1998, pp. 193-201.
[16] S. Ali, A. Sajadi, B. Song, F. Gregan and H. Sigel, Bulletin of the Chemical Society of Ethiopia, Vol. 11, No. 2, 1997, pp. 121-130.
[17] S. Ali, A. Sajadi, M. Bastian and H. Sigel, Journal of Inorganic Biochemistry, Vol. 59, No. 2-3, 1995, p. 139.
[18] S. Ali, A. Sajadi and M. Mirzai, “4th International Conference of Drug Discovery & Therapy,” Dubai, 2013, in press.

Copyright © 2023 by authors and Scientific Research Publishing Inc.

Creative Commons License

This work and the related PDF file are licensed under a Creative Commons Attribution 4.0 International License.