Complex Bilding Behavior of 2 ((4-Methyl-5-Nitro-6- (Pyrolidine-1-yl)Pyrimidine-2-yl)Amino)Propionic Acid in Aqueous Solution

S. A. A. Sajadi, G. Bagherzadeh, M. Kermane, M. Khaleghian

Departement of Chemistry, Birjand University, Birjand, Iran.
Sharif University of Technology, Institute of Water & Energy, Tehran, Iran.

DOI: 10.4236/ojinm.2013.31002                

Abstract

The acidity constants of MNPPAP¹ were determined by potentiometric pH titration. The stability constants of the 1:1 complexes formed between M²⁺: Ca²⁺, Mg²⁺, Mn²⁺, Co²⁺, Ni²⁺, Cu²⁺ or Zn²⁺ and MNPPAP^2-, were determined by potentiometric pH titration in aqueous solution (I =0.1 M, NaNO₃, 25℃). The order of the stability constants was reported. It is shown that the stability of the binary M(MNPPAP) complexes is determined by the basicity of the carboxyl or amino group. All the stability constants reported in this work show the usual trend. The obtained order is Ca²⁺ < Mg²⁺ > Mn²⁺ < Co²⁺ < Ni²⁺ < Cu²⁺ > Zn²⁺. The observed stability order for MNPPAP follows approximately the Irving-Williams sequence. It is shown that regarding to M ion-binding properties vital differences on complex bilding were considered. It is demonstrated, that in M-MNPPAP complexes, M ion is coordinated to the carboxyl group, M ion is also able to bild macrochelate over pyrimidine group. The up mentioned results demonstrate that for M-MNPPAP complex the stability constants is also largely determined by the affinity of M²⁺ for carboxyl group. It is shown that MNPPAP can exert a direct influence on reaction mechanism through different kinds of metal ions and donor groups of MNPPAP.

Keywords

MNPPAP; Amino Acids; Divalent Metal Ions; Potentiometric Titration; Acidity; Stability Constants

Conflicts of Interest

The authors declare no conflicts of interest.

References

[1]	B. Widner, B. Wirleitner, G. Baier-Bitterlich, et al., Archivum Immunologiae et Therapiae Experimentalis, Vol. 4, 2000, pp. 251-258.
[2]	J. L. Celenza, Current Opinion in Plant Biology, Vol. 3, 2001, pp. 34-40.
[3]	IUPAC-IUBMB Joint Commission on Biochemical Nomenclature, “Nomenclature and Symbolism for Amino Acids and Peptides,” Recommendations on Organic & Biochemical Nomenclature, Symbols & Terminology etc., 2007.
[4]	R. Foster, “Charge Transfer Complexes,” Academic Press, Amsterdam, 1969.
[5]	F. Morita, “Molecular Complex of Tryptophan with ATP or Its Analogs,” Biochimica et Biophysica Acta (BBA)— General Subjects, Vol. 343, No. 3, 1974, pp. 674-681. doi:10.1016/0304-4165(74)90288-8
[6]	D. L. Nelson and M. M. Cox, “Lehninger, Principles of Biochemistry,” 3rd Edition, Worth Publishing, New York, 2000.
[7]	L. Stryer, “Biochemistry,” 4th Edition, W.H. Freeman and Company, New York, 1995.
[8]	http://www.anyvitamins.com/millenium2000.htm
[9]	http://www.evitamins.com/healthnotes.asp?ContentID=1025008
[10]	M. Bakavoli, G. Bagherzadeh and M. Rahimizadeh, “Synthesis of Optically Active Imidazo[1,2-a]Pyrimidin-3(2H)-Ones,” Mendeleev Communications, Vol. 15, No. 4, 2005, pp. 145-146. doi:10.1070/MC2005v015n04ABEH001994
[11]	A. E. Martel, Critical Stability Constants of Metal Complexes, Vol. 26, 2006.
[12]	S. A. A. Sajadi, A. A. Alamolhoda and A. Nazari Alavi, Scientica Iranica, 2012.
[13]	“Handbook of Chemistry & Physics,” Vol. 55, 1975.
[14]	L. D. Pettit and H. K. J. Powel, “IUPAC Stability Conatants Database, Release 3, Version 3.02,” Academic Software Timble, 1998.
[15]	H. Sigel, A. D. Zuberbuehler and O. Yamauchi, “Comments on Potentiometric pH Titrations and the Relationship between pH-Meter Reading and Hydrogen Ion Concentration,” Analytica Chimica Acta, Vol. 255, No. 1, 1991, pp. 63-72. doi:10.1016/0003-2670(91)85088-A
[16]	H. Irving and R. J. P. Williams, “The Stability of Transition-Metal Complexes,” Journal of the Chemical Society, 1953, pp. 3192-3210. doi:10.1039/jr9530003192
[17]	H. Sigel and C. F. Naumann, Journal of the Chemical Society, Vol. 98, No. 3, 1976, pp. 730-739.