Coordination properties of 6-aminopenicillanic acid: binary and ternary complexes involving biorelevant ligands
- 11 November 2004
- journal article
- research article
- Published by Taylor & Francis Ltd in Journal of Coordination Chemistry
- Vol. 57 (16), 1369-1386
- https://doi.org/10.1080/0095897042000261935
Abstract
Formation equilibria of copper(II) complexes of 6-aminopenicillanic acid (APA) and the ternary complexes Cu(APA)B (B = glycine, alanine, valine, isoleucine, phenylalanine, proline, hydroxyproline, serine, threonine, ornithine, histidine, methionine, glycylglycine and inosine) were investigated at 25°C and 0.1 M ionic strength. The speciation of the complexes was resolved. Values of Δlog K, log X and log βstat indicate a large enhancement of the stability of the mixed ligand complexes. The effects of temperature and organic solvent on the dissociation constant of APA and the formation constant of Cu(APA) were studied and thermodynamic parameters were calculated. The solid complex of Cu(APA)Cl·2H2O was separated and identified by elemental analysis and infrared spectroscopy. In the complex APA is coordinated to copper(II) through the amino group and β-lactam carbonyl oxygen. Absorption spectra of the binary complexes of copper(II) and APA were also investigated.Keywords
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