Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Ammonium based ionic liquids act as compatible solvents for glycine peptides

Vasantha, T., Attri, P.[Pankaj], Venkatesu, P.[Pannuru], Devi, R. S. R.
J. Chem. Thermodyn. 2013, 56, 21-31
ABSTRACT
In this article, we have reported the solubilities, apparent transfer free energies (DG0 tr) and UV-visible absorption measurements of glycine peptides (GPs), such as glycine (Gly), diglycine (Gly2), and cyclic glycylglycine (c(GG)) in aqueous ionic liquids (ILs), bearing sulfate and phosphate anions with ammonium cation, at T = 298.15 K. Values of solubility were obtained from density (q) measurements of GPs in water and in aqueous ILs. The ammonium ILs such as diethylammonium hydrogen sulfate (DEAS) [(CH3CH2)2NH][HSO4], triethylammonium hydrogen sulfate (TEAS) [(CH3CH2)3NH][HSO4], and triethylammonium dihydrogen phosphate (TEAP) [(CH3CH2)3NH][H2PO4] have been used in the present study. We observed the positive values of DG0 tr for Gly, Gly2, and c(GG) from water to ILs. These results reveal that the unfavourable interactions are dominated between ILs and the GPs. This indicates that the ammonium based ILs stabilize the GP structure. Further, we have used the DG0 tr results to evaluate the transfer free energies (Dg0 tr) contribution of the peptide backbone unit, also known as glycyl residue, ( CH2C@ONH ) as function of ILs concentration. Our results suggest that all the investigated ammonium ILs are compatible with GPs and act as stabilizers for GPs structure through exclusion of ILs from GPs surface. Furthermore, UV-vis spectrophotometer measurements are used as evidence for the stability of GPs in aqueous ILs at T = 298.15 K.
Compounds
# Formula Name
1 C2H5NO2 2-aminoacetic acid
2 H2O water
3 C6H18NO4P triethylammonium dihydrogen phosphate
4 C4H13NO4S diethylammonium hydrogen sulfate
5 C6H17NO4S triethylammonium hydrogen sulfate
6 C4H7NO4 N-(carboxymethyl)glycine
7 C4H6N2O2 2,5-diketopiperazine
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
  • 2
  • 3
  • Mass fraction - 1 ; Liquid mixture 1
  • Solvent: Mass fraction - 3; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 1
  • UV-vis spectrophotometry
  • 3
  • POMD
  • 1
  • 2
  • 3
  • Mass density, kg/m3 ; Liquid mixture 1
  • Solvent: Mass fraction - 3; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 1
  • Vibrating tube method
  • 3
  • POMD
  • 1
  • 2
  • 3
  • Mass density, kg/m3 ; Liquid
  • Solvent: Mass fraction - 3; Liquid
  • Mass ratio of solute to solvent - 1; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 18
  • POMD
  • 1
  • 2
  • 4
  • Mass fraction - 1 ; Liquid mixture 1
  • Solvent: Mass fraction - 4; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 1
  • UV-vis spectrophotometry
  • 3
  • POMD
  • 1
  • 2
  • 4
  • Mass density, kg/m3 ; Liquid mixture 1
  • Solvent: Mass fraction - 4; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 1
  • Vibrating tube method
  • 3
  • POMD
  • 1
  • 2
  • 4
  • Mass density, kg/m3 ; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Mass ratio of solute to solvent - 1; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 15
  • POMD
  • 1
  • 2
  • 5
  • Mass fraction - 1 ; Liquid mixture 1
  • Solvent: Mass fraction - 5; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 1
  • UV-vis spectrophotometry
  • 3
  • POMD
  • 1
  • 2
  • 5
  • Mass density, kg/m3 ; Liquid mixture 1
  • Solvent: Mass fraction - 5; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 1
  • Vibrating tube method
  • 3
  • POMD
  • 1
  • 2
  • 5
  • Mass density, kg/m3 ; Liquid
  • Solvent: Mass fraction - 5; Liquid
  • Mass ratio of solute to solvent - 1; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 15
  • POMD
  • 6
  • 2
  • 3
  • Mass fraction - 6 ; Liquid mixture 1
  • Solvent: Mass fraction - 3; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 6
  • UV-vis spectrophotometry
  • 3
  • POMD
  • 6
  • 2
  • 3
  • Mass density, kg/m3 ; Liquid mixture 1
  • Solvent: Mass fraction - 3; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 6
  • Vibrating tube method
  • 3
  • POMD
  • 6
  • 2
  • 3
  • Mass density, kg/m3 ; Liquid
  • Solvent: Mass fraction - 3; Liquid
  • Mass ratio of solute to solvent - 6; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 18
  • POMD
  • 6
  • 2
  • 4
  • Mass fraction - 6 ; Liquid mixture 1
  • Solvent: Mass fraction - 4; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 6
  • UV-vis spectrophotometry
  • 3
  • POMD
  • 6
  • 2
  • 4
  • Mass density, kg/m3 ; Liquid mixture 1
  • Solvent: Mass fraction - 4; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 6
  • Vibrating tube method
  • 3
  • POMD
  • 6
  • 2
  • 4
  • Mass density, kg/m3 ; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Mass ratio of solute to solvent - 6; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 16
  • POMD
  • 6
  • 2
  • 5
  • Mass fraction - 6 ; Liquid mixture 1
  • Solvent: Mass fraction - 5; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 6
  • UV-vis spectrophotometry
  • 3
  • POMD
  • 6
  • 2
  • 5
  • Mass density, kg/m3 ; Liquid mixture 1
  • Solvent: Mass fraction - 5; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 6
  • Vibrating tube method
  • 3
  • POMD
  • 6
  • 2
  • 5
  • Mass density, kg/m3 ; Liquid
  • Solvent: Mass fraction - 5; Liquid
  • Mass ratio of solute to solvent - 6; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 15
  • POMD
  • 7
  • 2
  • 3
  • Mass fraction - 7 ; Liquid mixture 1
  • Solvent: Mass fraction - 3; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 7
  • UV-vis spectrophotometry
  • 3
  • POMD
  • 7
  • 2
  • 3
  • Mass density, kg/m3 ; Liquid mixture 1
  • Solvent: Mass fraction - 3; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 7
  • Vibrating tube method
  • 3
  • POMD
  • 7
  • 2
  • 3
  • Mass density, kg/m3 ; Liquid
  • Solvent: Mass fraction - 3; Liquid
  • Mass ratio of solute to solvent - 7; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 15
  • POMD
  • 7
  • 2
  • 4
  • Mass fraction - 7 ; Liquid mixture 1
  • Solvent: Mass fraction - 4; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 7
  • UV-vis spectrophotometry
  • 3
  • POMD
  • 7
  • 2
  • 4
  • Mass density, kg/m3 ; Liquid mixture 1
  • Solvent: Mass fraction - 4; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 7
  • Vibrating tube method
  • 3
  • POMD
  • 7
  • 2
  • 4
  • Mass density, kg/m3 ; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Mass ratio of solute to solvent - 7; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 16
  • POMD
  • 7
  • 2
  • 5
  • Mass fraction - 7 ; Liquid mixture 1
  • Solvent: Mass fraction - 5; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 7
  • UV-vis spectrophotometry
  • 3
  • POMD
  • 7
  • 2
  • 5
  • Mass density, kg/m3 ; Liquid mixture 1
  • Solvent: Mass fraction - 5; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 7
  • Vibrating tube method
  • 3
  • POMD
  • 7
  • 2
  • 5
  • Mass density, kg/m3 ; Liquid
  • Solvent: Mass fraction - 5; Liquid
  • Mass ratio of solute to solvent - 7; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 18
  • POMD
  • 1
  • 2
  • Mass fraction - 1 ; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 1
  • UV-vis spectrophotometry
  • 1
  • POMD
  • 1
  • 2
  • Mass density, kg/m3 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 1
  • Vibrating tube method
  • 1
  • POMD
  • 1
  • 2
  • Mass density, kg/m3 ; Liquid
  • Mass ratio of solute to solvent - 1; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 6
  • POMD
  • 6
  • 2
  • Mass fraction - 6 ; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 6
  • UV-vis spectrophotometry
  • 1
  • POMD
  • 6
  • 2
  • Mass density, kg/m3 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 6
  • Vibrating tube method
  • 1
  • POMD
  • 6
  • 2
  • Mass density, kg/m3 ; Liquid
  • Mass ratio of solute to solvent - 6; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 6
  • POMD
  • 7
  • 2
  • Mass fraction - 7 ; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 7
  • UV-vis spectrophotometry
  • 1
  • POMD
  • 7
  • 2
  • Mass density, kg/m3 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid - 7
  • Vibrating tube method
  • 1
  • POMD
  • 7
  • 2
  • Mass density, kg/m3 ; Liquid
  • Mass ratio of solute to solvent - 7; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 5