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

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Abstract

Complex formation equilibria of 1-aminocyclopropane carboxylic acid (ACC) and 3,3-bis(1-methylimidazol-2-yl) propionic acid (BIMP) with metal ions Cu 2+, Ni2+, Co2+, Zn2+, Mn 2+ 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+, Zn 2+ 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. © Versita Sp. z o.o.

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Shoukry, M. M., & Hassan, S. S. (2014). Thermodynamic investigation of the binary and ternary complexes involving 1-aminocyclopropane carboxylic acid with reference to plant hormone. Central European Journal of Chemistry, 12(3), 318–324. https://doi.org/10.2478/s11532-013-0374-5

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