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The Effect of the Side Chain on Gelation Properties of Bile Acid Alkyl Amides

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 w...

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Autores principales: Kuosmanen, Riikka T., Truong, Khai‐Nghi, Rissanen, Kari T., Sievänen, Elina I.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8607806/
https://www.ncbi.nlm.nih.gov/pubmed/34806846
http://dx.doi.org/10.1002/open.202100245
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author Kuosmanen, Riikka T.
Truong, Khai‐Nghi
Rissanen, Kari T.
Sievänen, Elina I.
author_facet Kuosmanen, Riikka T.
Truong, Khai‐Nghi
Rissanen, Kari T.
Sievänen, Elina I.
author_sort Kuosmanen, Riikka T.
collection PubMed
description 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.
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spelling pubmed-86078062021-11-29 The Effect of the Side Chain on Gelation Properties of Bile Acid Alkyl Amides Kuosmanen, Riikka T. Truong, Khai‐Nghi Rissanen, Kari T. Sievänen, Elina I. ChemistryOpen Research Articles 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. John Wiley and Sons Inc. 2021-11-22 /pmc/articles/PMC8607806/ /pubmed/34806846 http://dx.doi.org/10.1002/open.202100245 Text en © 2021 The Authors. Published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ (https://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Research Articles
Kuosmanen, Riikka T.
Truong, Khai‐Nghi
Rissanen, Kari T.
Sievänen, Elina I.
The Effect of the Side Chain on Gelation Properties of Bile Acid Alkyl Amides
title The Effect of the Side Chain on Gelation Properties of Bile Acid Alkyl Amides
title_full The Effect of the Side Chain on Gelation Properties of Bile Acid Alkyl Amides
title_fullStr The Effect of the Side Chain on Gelation Properties of Bile Acid Alkyl Amides
title_full_unstemmed The Effect of the Side Chain on Gelation Properties of Bile Acid Alkyl Amides
title_short The Effect of the Side Chain on Gelation Properties of Bile Acid Alkyl Amides
title_sort effect of the side chain on gelation properties of bile acid alkyl amides
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8607806/
https://www.ncbi.nlm.nih.gov/pubmed/34806846
http://dx.doi.org/10.1002/open.202100245
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