6533b830fe1ef96bd1297148

RESEARCH PRODUCT

Bile acid amidoalcohols: simple organogelators.

Manu LahtinenElina VirtanenArto ValkonenSuvi KaikkonenErkki Kolehmainen

subject

Lithocholic acidTyndall effectmedicine.drug_classSurface PropertiesBiomedical EngineeringBiophysicsMolecular ConformationAlcoholBile Acids and SaltsPropanolamineschemistry.chemical_compoundPropanolaminesAmideElectrochemistrymedicineOrganic chemistryOrganic ChemicalsBile acidDeoxycholic acidEthanolaminesGeneral MedicinechemistryEthanolaminesLithocholic AcidGelsBiotechnologyDeoxycholic Acid

description

Simple bile acid amide synthesis of lithocholic and deoxycholic acids with 2-aminoethanol and 3-aminopropanol are reported. The structural properties of these amides were examined by NMR spectroscopic, ESI-TOF mass spectral, and X-ray crystallographic methods. The gelation properties of these amides in common organic solvents and in three different water solutions were also investigated using Tyndall effect, SEM, TEM, and optical microscopy. 2-Hydroxyethylamides were found to be effective gelators in chlorinated organic solvents and 3-hydroxypropylamides in aromatic solvents. Both derivatives thicken neutral and acidic water solutions.

10.1016/j.bios.2004.06.029https://pubmed.ncbi.nlm.nih.gov/15556372