Interaction of N-acetyl-L-cysteine with Na+, Ca2+, Mg2+ and Zn2+. Thermodynamic aspects, chemical speciation and sequestering ability in natural fluids

The estimation of thermodynamic parameters of N-Acetyl-L-cysteine (NAC) protonation were determined in NaCl(aq), (CH3)4NCl(aq), (C2H5)4NI(aq), employing various temperature and ionic strengths conditions, by potentiometric measurements. The interaction of NAC with some essential metal cations (e.g., Ca2+, Mg2+ and Zn2+) was investigated as well at 298.15 K in NaCl(aq) in the ionic strength range 0.1 ≤ I/mol dm−3 ≤ 1.0. The values of protonation constants at infinite dilution and at T = 298.15 K are: log K1H = 9.962 ± 0.005 (Ssingle bondH) and log K2H = 3.347 ± 0.008 (COO-H). In the presence of a background electrolyte, both log K1H and log K2H values followed the trend (C2H5)4NI ≥ (CH3)4NCl ≥ NaCl. The differences in the values of protonation constants among the three ionic media were interpreted in terms of variation of activity coefficients and formation of weak complexes. Accordingly, the determination of the stability of 4 species, namely: NaL−, NaHL0(aq), (CH3)4NL−, (CH3)4NHL0(aq) was assessed. In addition, as regards the interactions of Mg2+, Ca2+ and Zn2+ with NAC, the main species where the ML0(aq), ML(OH)−, and ML22−, that were found to be important in the chemical speciation of NAC in real multicomponent solutions. The whole set of the data collected may be crucial for the development of NAC-based materials for natural fluids selective decontamination from heavy metals.