Bile acid amidoalcohols: simple organogelators

Biosens Bioelectron. 2004 Dec 15;20(6):1233-41. doi: 10.1016/j.bios.2004.06.029.

Abstract

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.

Publication types

  • Comparative Study
  • Evaluation Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bile Acids and Salts / chemistry*
  • Deoxycholic Acid / chemistry*
  • Ethanolamines / chemistry*
  • Gels / chemistry*
  • Lithocholic Acid / chemistry*
  • Molecular Conformation
  • Organic Chemicals / chemistry*
  • Propanolamines / chemistry*
  • Surface Properties

Substances

  • Bile Acids and Salts
  • Ethanolamines
  • Gels
  • Organic Chemicals
  • Propanolamines
  • Deoxycholic Acid
  • Lithocholic Acid