Formation of tubules by p-tert-butylphenylamide derivatives of chenodeoxycholic and ursodeoxycholic acids in aqueous solution.
The formation of tubules by p-tert-butylphenylamide derivatives of chenodeoxycholic and ursodeoxycholic acids in aqueous solution is investigated. The critical aggregation concentrations of the new surfactants are much lower than those of ursodeoxycholate and chenodeoxycholate, indicating the enhanced surfactant properties resulting by the presence of the hydrophobic p-tert-butylphenyl group. The molecular areas at the air-water interface suggest the formation of monolayer films with molecules upright oriented. The shape of the aggregates was investigated by TEM. The main structure present in solution corresponds to tubules. The estimated value for the wall thickness of tubules suggests that a bilayer structure is formed. Host of positively charged latex beads by tubules suggests that their inner and outer surfaces are negatively charged. The acid form of the chenodeoxycholate derivative was recrystallized from toluene and its crystal structure analyzed.
Departamento de Química Física, Facultad de Ciencias, Universidad de Santiago de Compostela, Avda. Alfonso X El Sabio s/n, Lugo 27002, Spain.
Francisco
F
Meijide
Juan V
JV
Trillo
Santiago
S
de Frutos
Luciano
L
Galantini
Nicolae Viorel
NV
Pavel
Victor H
VH
Soto
Aida
A
Jover
José
J
Vázquez Tato
D000814:Aniline Compounds / Q000737:chemistry*; D002635:Chenodeoxycholic Acid / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D012996:Solutions; D013501:Surface-Active Agents / Q000737:chemistry*; D014580:Ursodeoxycholic Acid / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
C572788:4-tert-butylphenylamine; D000814:Aniline Compounds; D012996:Solutions; D013501:Surface-Active Agents; D014867:Water; D002635:Chenodeoxycholic Acid; D014580:Ursodeoxycholic Acid