Thermodynamic investigation of the binary and ternary complexes involving 1-aminocyclopropane carboxylic acid with reference to plant hormone

• Authors: Mohamed Shoukry , Safaa Hassan
• Languages of publication: EN

Abstracts

EN

Complex formation equilibria of 1-aminocyclopropane carboxylic acid (ACC) and 3,3-bis(1-methylimidazol-2-yl) propionic acid (BIMP) with metal ions Cu2+, Ni2+, Co2+, Zn2+, Mn2+ and Fe2+ were investigated. ACC forms 1:1 and 1:2 complexes in addition to the hydrolysed form of the 1:1 complex, except in the case of Mn2+ and Fe2+, where the hydrolysed complex is not formed. BIMP forms 1:1 and 1:2 complexes in addition to the hydrolsed form of the 1:1 complex in the case of Mn2+ and Cu2+, however the hydrolysed complex is not detected for Ni2+, Co2+, Zn2+ and Fe2+. The concentration distribution diagrams of the complexes were determined. The Fe2+-complex with BIMP is exothermic and the thermodynamic parameters were calculated. The effect of organic solvent on the acid dissociation constants of 1-aminocyclopropane carboxylic acid (ACC) and 3,3-bis(1-methylimidazol-2-yl) propionic acid (BIMP) and the formation constants of Fe2+ complexes were investigated. Fe2+ forms a mixed-ligand complex with ACC and BIMP with stoichiometric coefficients 1:1:1. The formation constant was determined. The ternary complex is enhanced by back donation from the negatively charged 1-aminocyclopropane carboxylate to the π-system of BIMP. From the concentration distribution diagram, the ternary complex prevails in the physiological pH range.

Keywords

EN

3,3-bis(1-methylimidazol-yl)propionic acid; 1-aminocyclopropane carboxylic acid; Equilibrium studies; Plant hormone

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2014
• Volume: 12
• Issue: 3
• Pages: 318-324

Dates

published

1 - 3 - 2014

online

21 - 12 - 2013

Contributors

author

Mohamed Shoukry

author

Safaa Hassan

• University of Cairo

References

• [1] Z. Zhang, J.N. Barlow, J.E. Baldwin, C.J. Schofield, Biochemistry 36, 15999 (1997) http://dx.doi.org/10.1021/bi971823c[Crossref]
• [2] M. C. Pirrung, J. Cao, J. Chen, Chemistry & Biology 5, 49 (1998)
• [3] F. B. Abeles, P.W. Morgan, M.E. Saltveit, Ethylene in Plant Biology (Academic press, New York, 1992)
• [4] A. Amici, R.L. Levine, L. Tsai, E.R. Stadtman, J. Biol. Chem. 264, 3341 (1989)
• [5] Z. Zhang, J.S. Ren, I.J. Clifton, C.J. Schofield, Chem. Biol. 11, 1383 (2004) http://dx.doi.org/10.1016/j.chembiol.2004.08.012[Crossref]
• [6] E. Buschmann, G. Schulz, B. Zech, J. Jung, Eur. Pat. Appl. 0070453 (1983), Chem. Abstr. 98, 178810 (1983)
• [7] M. Kamata, JP Patent 61204121 (1986); Chem. Abstr. 106, 66302 (1987)
• [8] A.A. El-Sherif, M.M Shoukry, Inorg. Chim. Acta. 360, 473 (2007) http://dx.doi.org/10.1016/j.ica.2006.07.108[Crossref]
• [9] A.A. El-Sherif, M.M. Shoukry, J. Coord. Chem. 59, 1541 (2006) http://dx.doi.org/10.1080/00958970600561399[Crossref]
• [10] A.A. Al-Najjar, M.M.A. Mohamed, M.M. Shoukry, J. Coord. Chem. 59, 193(2006)
• [11] M.M. Shoukry, R. Van Eldik, J. Chem. Soc. Dalton Trans. 2673 (1996)
• [12] Z.D. Bugarcic, M.M. Shoukry, R. van Eldik, J. Chem. Soc. Dalton Trans. 3945 (2002)
• [13] D. Chatterjee, M.S.A. Hamza, M.M. Shoukry, A. Mitra, S. Deshmukh, R. Van Eldik., J. Chem. Soc. Dalton Trans. 3945 (2002)
• [14] M.R. Shehata, M.M. Shoukry, F.M. Nasr, R. van Eldik, Dalton Trans. 779 (2008)
• [15] T. Soldatovic, M.M. Shoukry, R. Puchta, Z.D. Bugarcic, R. van Eldik, Eur. J. Inorg. Chem. 2261 (2009)
• [16] L. Peters, E. Hubner, N. Burzlaff, J. Organomet. Chem. 690, 2009 (2005) http://dx.doi.org/10.1016/j.jorganchem.2004.11.041[Crossref]
• [17] F.J. Welcher, The Analytical uses of Ethylenediaminetetraacetic Acid (Van Nostrand, Princeton, 1965)
• [18] R.G. Bates, Determination of pH: Theory and Practice, 2nd edition (Wiley Interscience, New York, 1975)
• [19] P. Gans, A. Sabarini, A. Vacca, Inorg. Chim. Acta 18, 237 (1976) http://dx.doi.org/10.1016/S0020-1693(00)95610-X[Crossref]
• [20] H. Irving, R.J.P. Williams, J. Chem. Soc. 3192 (1953)
• [21] F.A. Cotton, G. Wilkinson, Advanced Inorganic Chemistry (John Wiley&Sons, London, 1962)
• [22] M.T. Beck, Chemistry of Complex Equilibria (Academiai Kiado, Budapest, 1970)
• [23] D.O. Rees, J. Mol. Biol. 141, 323 (1980) http://dx.doi.org/10.1016/0022-2836(80)90184-9[Crossref]
• [24] N.K. Rogers, G.R. Roore, M.J.E. Strenberg, J. Mol. Biol. 182, 613 (1985) http://dx.doi.org/10.1016/0022-2836(85)90248-7[Crossref]
• [25] H. Sigel, R.B. Martin, R. Tribolet, U.K. Haring, R. Malini-Balakrishrann, Eur. J. Biochem. 152, 187 (1985) http://dx.doi.org/10.1111/j.1432-1033.1985.tb09180.x[Crossref]
• [26] G. Akerlof, O.A. Short, J. Am. Chem. Soc. 75, 6357 (1953) Vol. 2
• [27] H. Sigel, Coordination Chemistry, (Pergamon Press, Oxford, 1980) Vol. 20
• [28] H. Sigel, Coordination Chemistry, (Pergamon Press, Oxford, 1980) Vol. 20
• [29] B.E. Fischer, H. Sigel, Inorg. Chem. 18, 425 (1979) http://dx.doi.org/10.1021/ic50192a047[Crossref]
• [30] A.H. Amrallah, N.A. Abdulla, E.Y. El-Haty, Monatsh. Chem. 128, 1073 (1997) http://dx.doi.org/10.1007/BF00807557[Crossref]

Identifiers

DOI

10.2478/s11532-013-0374-5