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

Micellization of Lactosylammonium Surfactants with Different Counter Ions and Their Interaction with DNA

Zhang, L.[Lifei], Dong, Y.[Yanyan], Zhang, X.[Xiaohong], Guo, X.[Xia]
J. Chem. Eng. Data 2016, 61, 9, 2969-2978
ABSTRACT
So far, the studies about the physical chemical properties of sugar-based surfactants have been still unsystematic; most of the studies have been focused on nonionic sugar-based surfactants. In the present work, we studied the micellization of four lactose-based surfactants, with the same headgroup (lactosylammonium) and the same hydrophobic alkyl chain (dodecyl) but different counterions (malonate, adipate, propionate, and hexanoate), at 25.0 and/or 50.0 deg C. We found that these four surfactants could decrease the surface tension of water to ca. 30 mN/m. When the number of carboxylate groups in the counterion was the same, the counterion having a shorter alkyl chain could lead to a smaller minimum area per surfactant molecule. Moreover, the surfactants with monocarboxylates as counterions had much lower critical micelle concentrations than those with dicarboxylates as counterions, and the micelles from the former surfactants had a lower counterion binding degree. The lactosylammonium surfactants could bind with DNA, and low content of the surfactant could decrease the CD signal of DNA, while high content of the surfactant could make DNA unfold somewhat.
Compounds
# Formula Name
1 H2O water
2 C51H98N2O24 N-dodecyllactosylammonium propanedioate
3 C54H104N2O24 N-dodecyllactosylammonium hexanedioate
4 C27H53NO12 N-dodecyllactosylammonium propanoate
5 C30H59NO12 N-dodecyllactosylammonium hexanoate
6 C24H47NO10 N-dodecyllactosylamine
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
  • 6
  • Triple point temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS
  • 1
  • POMD
  • 2
  • 1
  • Electrical conductivity, S/m ; Liquid
  • Molality, mol/kg - 2; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Alternating current cell with electrodes
  • 13
  • POMD
  • 2
  • 1
  • Surface tension liquid-gas, N/m ; Liquid
  • Molality, mol/kg - 2; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Pendant drop shape
  • 26
  • POMD
  • 3
  • 1
  • Electrical conductivity, S/m ; Liquid
  • Molality, mol/kg - 3; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Alternating current cell with electrodes
  • 11
  • POMD
  • 3
  • 1
  • Surface tension liquid-gas, N/m ; Liquid
  • Molality, mol/kg - 3; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Pendant drop shape
  • 21
  • POMD
  • 4
  • 1
  • Electrical conductivity, S/m ; Liquid
  • Molality, mol/kg - 4; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Alternating current cell with electrodes
  • 7
  • POMD
  • 4
  • 1
  • Surface tension liquid-gas, N/m ; Liquid
  • Molality, mol/kg - 4; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Pendant drop shape
  • 12
  • POMD
  • 5
  • 1
  • Electrical conductivity, S/m ; Liquid
  • Molality, mol/kg - 5; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Alternating current cell with electrodes
  • 9
  • POMD
  • 5
  • 1
  • Surface tension liquid-gas, N/m ; Liquid
  • Molality, mol/kg - 5; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Pendant drop shape
  • 9