Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Temperature Dependences and Enthalpic Discrimination of Homochiral Pairwise Interactions of Six a-Amino Acid Enantiomers in Pure Water

Liu, J.[Jiamin], Zhu, L.[Liyuan], Wang, H.[Huaqin], Chen, N.[Nan], Hu, X.-G.[Xin-Gen]
J. Chem. Eng. Data 2015, 60, 5, 1242-1249
ABSTRACT
Dilution enthalpies of six a-amino acid enantiomers (l-alanine vs d-alanine, l-serine vs d-serine, and l-proline vs d-proline) in pure water were determined at T = (288.15 to 323.15) K by isothermal titration calorimetry (ITC). Homochiral enthalpic pairwise interaction coefficients (hxx) at each temperature were evaluated according to the McMillan Mayer theory. The hxx values of a-alanine and a-proline enantiomers are all positive (hLL greater than hDD greater than 0), while those of a-serine enantiomers are all negative (hLL less than hDD less than 0). In both cases, the hxx values increase uniformly and gradually with elevating temperatures. A slight but significant enthalpic discrimination effect is found in the homochiral pairwise interactions of these a-amino acid enantiomers. The positive growth of hxx values indicates that increasing temperature promotes the predominance of hydrophobic interactions in the binary aqueous solutions studied.
Compounds
# Formula Name
1 C3H7NO2 (S)-2-aminopropanoic acid
2 C3H7NO2 (R)-2-aminopropanoic acid
3 C3H7NO3 L-serine
4 C3H7NO3 (R)-(-)-serine
5 C5H9NO2 L-proline
6 C5H9NO2 D-proline
7 H2O water
Datasets
The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type Compound-# Property Variable Constraint Phase Method #Points
  • POMD
  • 1
  • 7
  • Molar enthalpy of dilution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Initial molality of solute, mol/kg; Liquid
  • Final molality of solute, mol/kg; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • ISOPERIBOL
  • 152
  • POMD
  • 2
  • 7
  • Molar enthalpy of dilution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Initial molality of solute, mol/kg; Liquid
  • Final molality of solute, mol/kg; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • ISOPERIBOL
  • 152
  • POMD
  • 3
  • 7
  • Molar enthalpy of dilution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Initial molality of solute, mol/kg; Liquid
  • Final molality of solute, mol/kg; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • ISOPERIBOL
  • 152
  • POMD
  • 4
  • 7
  • Molar enthalpy of dilution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Initial molality of solute, mol/kg; Liquid
  • Final molality of solute, mol/kg; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • ISOPERIBOL
  • 152
  • POMD
  • 5
  • 7
  • Molar enthalpy of dilution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Initial molality of solute, mol/kg; Liquid
  • Final molality of solute, mol/kg; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • ISOPERIBOL
  • 152
  • POMD
  • 6
  • 7
  • Molar enthalpy of dilution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Initial molality of solute, mol/kg; Liquid
  • Final molality of solute, mol/kg; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • ISOPERIBOL
  • 152