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A speciation study on the interaction between Ca 2+  and ligands of biological interest in aqueous solution is reported. The ligands under study are  l -cysteine ( Cys ),  d -penicillamine ( PSH ), reduced glutathione ( GSH ), and oxidized glutathione ( GSSG ). From the elaboration of the potentiometric experimental data the most likely speciation patterns obtained are characterized by only protonated species with a 1:1 metal to ligand ratio. In detail, two species, CaLH 2  and CaLH, for systems containing  Cys ,  PSH , and  GSH , and five species, CaLH 5 , CaLH 4 , CaLH 3 , CaLH 2 , and CaLH, for system containing  GSSG , were observed. The potentiometric titrations were performed at different temperatures (15 ≤  t /°C ≤ 37, at  I  = 0.15 mol L −1 ). The enthalpy and entropy change values were calculated for all systems, and the dependence of the formation constants of the complex species on the temperature was evaluated.  1 H NMR spectroscopy, MALDI mass spectrometry, and tandem mass spectrometry (MS/MS) investigations on Ca 2+ -ligand solutions were also employed, confirming the interactions and underlining characteristic complexing behaviors of  Cys ,  PSH ,  GSH , and  GSSG  toward Ca 2+ . The results of the analysis of  1 H NMR experimental data are in full agreement with potentiometric ones in terms of speciation models and stability constants of the species. MALDI mass spectrometry and tandem mass spectrometry (MS/MS) analyses confirm the formation of Ca 2+ -L complex species and elucidate the mechanism of interaction. On the basis of speciation models, simulations of species formation under conditions of some biological fluids were reported. The sequestering ability of  Cys ,  PSH ,  GSH , and  GSSG  toward Ca 2+  was evaluated under different conditions of pH and temperature and under physiological condition.

Ca2+ Complexation With Relevant Bioligands in Aqueous Solution: A Speciation Study With Implications for Biological Fluids