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Thermodynamic quantities for the protonation of amino acid amino groups from 323.15 to 398.15 K

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Abstract

Flow claorimetry has been used to study the interaction of protons with glycine, DL-α-alanine, β-alanine, DL-2-aminobutyric acid, 4-aminobutyric acid, and 6-aminocaproic acid in aqueous solutions at temperatures from 323.15 to 398.15 K. By combining the measured heats for amino acid solutions titrated with NaOH solutions with the heat of ionization for water, the log K, ΔHo, ΔSo, and ΔCp o values for the protonation of the amino groups of these amino acids have been obtained at each temperature studied. Equations are given expressing these values as functions of temperature. The ΔHo and ΔSo values increase while log K values decrease as temperacture increases. The trends for log K, ΔHo, ΔSo, and ΔCp o are discussed in terms of changes in long-range and short-range solvent effects. The trend in ΔHo, ΔSo, and ΔCp o values with temperature and with charge separation in the zwitterions is interpreted in terms of solvent-solute interactions and the electrostatic interaction between the two oppositely charged groups within the molecule.

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Gillespie, S.E., Oscarson, J.L., Izatt, R.M. et al. Thermodynamic quantities for the protonation of amino acid amino groups from 323.15 to 398.15 K. J Solution Chem 24, 1219–1247 (1995). https://doi.org/10.1007/BF00972830

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