A1 Journal article (refereed)
The Effect of the Side Chain on Gelation Properties of Bile Acid Alkyl Amides (2021)


Kuosmanen, R. T., Truong, K., Rissanen, K. T., & Sievänen, E. I. (2021). The Effect of the Side Chain on Gelation Properties of Bile Acid Alkyl Amides. ChemistryOpen, 10(11), 1150-1157. https://doi.org/10.1002/open.202100245


JYU authors or editors


Publication details

All authors or editors: Kuosmanen, Riikka T.; Truong, Khai‐Nghi; Rissanen, Kari T.; Sievänen, Elina I.

Journal or series: ChemistryOpen

eISSN: 2191-1363

Publication year: 2021

Volume: 10

Issue number: 11

Pages range: 1150-1157

Publisher: Wiley-VCH Verlag

Publication country: Germany

Publication language: English

DOI: https://doi.org/10.1002/open.202100245

Publication open access: Openly available

Publication channel open access: Open Access channel

Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/78820


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.


Keywords: amides; bile acids; gels; supramolecular chemistry; x-ray crystallography

Free keywords: bile acid amides; intermolecular interactions; solvent influence; supramolecular gels; X-ray crystallography


Contributing organizations


Ministry reporting: Yes

Preliminary JUFO rating: 1


Last updated on 2021-29-11 at 16:00