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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...

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Bibliographic Details
Published in:Biosensors & bioelectronics 2004-12, Vol.20 (6), p.1233-1241
Main Authors: Valkonen, Arto, Lahtinen, Manu, Virtanen, Elina, Kaikkonen, Suvi, Kolehmainen, Erkki
Format: Article
Language:English
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Summary: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.
ISSN:0956-5663
1873-4235
DOI:10.1016/j.bios.2004.06.029