1. The Effect of the Side Chain on Gelation Properties of Bile Acid Alkyl Amides
- Author
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Kuosmanen, Riikka T., Truong, Khai‐Nghi, Rissanen, Kari T., and Sievänen, Elina I.
- Subjects
geelit ,intermolecular interactions ,supramolecular gels ,solvent influence ,Cholic Acid ,Amides ,Bile Acids and Salts ,sappihapot ,amidit ,bile acid amides ,supramolekulaarinen kemia ,Lithocholic Acid ,Gels ,Research Articles ,röntgenkristallografia ,Research Article ,X-ray crystallography - Abstract
Six bile acid alkyl amide derivatives were studied with respect to their gelation properties. The derivatives were composed of three different bile acids with hexyl or cyclohexyl side chains. The gelation behaviour of all six compounds were studied for 36 solvents with varying polarities. Gelation was observed mainly in aromatic solvents, which is characteristic for bile‐acid‐based low molecular weight gelators. Out of 108 bile acid‐solvent combinations, a total of 44 gel systems were formed, 28 of which from lithocholic acid derivatives, only two from deoxycholic acid derivatives, and 14 from cholic acid derivatives. The majority of the gel systems were formed from bile acids with hexyl side chains, contrary to the cyclohexyl group, which seems to be a poor gelation moiety. These results indicate that the spatial demand of the side chain is the key feature for the gelation properties of the bile acid amides., The gelation abilities of a series of six bile acid alkyl amides were studied. Gelation was observed mainly in aromatic solvents by lithocholyl derivatives. One of the cholyl derivatives formed exclusively flawless gels, speculated to stem from its ability to form H‐bonded 2D polymers contrary to 1D bilayered structures of the other derivatives. The shape of the side chain (linear vs. cyclic) clearly had an impact on the self‐assembly properties.
- Published
- 2021