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Potentiometric determination of stability constants of metal complexes with certain amino dicarboxylic acids
Affiliation:1. Department of Chemistry “Ugo Schiff”, University of Florence, Via della Lastruccia 3, 50019, Sesto Fiorentino, Italy;2. Department of Inorganic and Organic Chemistry, University of Jaén, 23071 Jaén, Spain;3. Department of Applied Chemistry, Graduate School of Engineering, Tohoku University, Sendai 980-8579, Japan;1. Department of Inorganic Chemistry, Ivan Franko National University of Lviv, Kyryla i Mefodiya 6, 79005 Lviv, Ukraine;2. Institute of Low Temperature and Structure Research, Okólna 2, 50-422 Wrocław, Poland;3. Department of Inorganic Chemistry and Technology, “Jožef Stefan” Institute, Jamova 39, 1000, Ljubljana, Slovenia;4. Department of Analytical Chemistry, Faculty of Pharmacy, Wroclaw Medical University, Borowska 211A, 50-556 Wroclaw, Poland;1. CERZOS-CONICET, CCT Bahía Blanca, Camino La Carrindanga km 7, B8000FWB, Bahía Blanca, Argentina;2. Departament of Biochemistry and Molecular Biology-A, Faculty of Biology, University of Murcia, Campus Espinardo, 30071, Murcia, Spain;1. Department of Inorganic Chemistry, Indian Association for the Cultivation of Science, Calcutta 700 032, India;2. Department of Pure and Applied Chemistry, Ladoke Akintola University of Technology, P.M.B. 4000, Ogbomoso, Nigeria;3. Department of Applied Physics, Babasaheb Bhimrao Ambedkar University, Vidya Vihar, Lucknow 226 025, India;1. Núcleo de Desenvolvimento de Compostos Bioativos (NDCBio), Universidade Federal do Triângulo Mineiro, Av. Dr. Randolfo Borges 1400, 38025-440 Uberaba, MG, Brazil;2. Departamento de Análises Clínicas, Toxicológicas e Bromatológicas, Faculdade de Ciências Farmacêuticas de Ribeirão Preto – FCFRP-USP, Universidade de São Paulo, Avenida do Café s/n, 14040-903 Ribeirão Preto, SP, Brazil;3. Laboratory of Photochemistry and Materials Science, Instituto de Química, Universidade Federal de Uberlândia, Av. João Naves de Ávila 2121, 38400-902 Uberlândia, MG, Brazil;4. Instituto de Química de São Carlos, Universidade de São Paulo, Av. Trabalhador São Carlense, 400, 13566-590 São Carlos, SP, Brazil
Abstract:A number of new amino dicarboxylic acids were prepared for biological research purposes and their acid dissociation constants measured, as well as the chelate stability constants of their corresponding anions with divalent Mg, Ca and Ni. The amino acids investigated were: N-benzyl (I), N-phenacyl (II), N-(ß-phenoxyethyl) (III), and N-(p-bromoacetanilido) (IV) imino diacetic acids, as well as N-benzyl aspartic acid (dl) (V). The phenoxy-ether oxygen atom in III, in contrast to the ether oxygen atom in N-methoxyethyl-imino diacetic acid, has only very little co-ordination tendency. On the other hand, carbonyl oxygen atoms of keto (II) or amido (IV) groups behave as additional co-ordination sites with some metal ions. The order of stability of the different metal ion complexes with imino diacetic acid derivatives is in agreement with that of many other amino-polycarboxylic acids, showing the anomalous low stability of the Mg chelates and the high stability of the Ca chelates. On the other hand the chelate stability constants of N-benzyl aspartic acid parallel the electronegativities of the metal ions: complexes are formed with Mg ions but not to any measurable extent with Ca. The results are discussed in relation to those previously reported for imino diacetic acid derivatives carrying donor oxygen atoms in their side chains.
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