Bile acid amidoalcohols: simple organogelators.
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.
Valkonen
Arto
A
Department of Chemistry, University of Jyväskylä, P.O. Box 35, FIN-40014 Jyväskylä, Finland. amvalkon@cc.jyu.fi
Lahtinen
Manu
M
Virtanen
Elina
E
Kaikkonen
Suvi
S
Kolehmainen
Erkki
E
D001647:Bile Acids and Salts / Q000737:chemistry*; D003840:Deoxycholic Acid / Q000737:chemistry*; D004983:Ethanolamines / Q000737:chemistry*; D005782:Gels / Q000737:chemistry*; D008095:Lithocholic Acid / Q000737:chemistry*; D008968:Molecular Conformation; D009930:Organic Chemicals / Q000737:chemistry*; D011412:Propanolamines / Q000737:chemistry*; D013499:Surface Properties
D001647:Bile Acids and Salts; D004983:Ethanolamines; D005782:Gels; D009930:Organic Chemicals; D011412:Propanolamines; D003840:Deoxycholic Acid; D008095:Lithocholic Acid