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

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. G...

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Autores principales:	Riikka T. Kuosmanen, Dr. Khai‐Nghi Truong, Prof. Dr. Kari T. Rissanen, Dr. Elina I. Sievänen
Formato:	article
Lenguaje:	EN
Publicado:	Wiley-VCH 2021
Materias:	bile acid amides intermolecular interactions solvent influence supramolecular gels X-ray crystallography Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/845c390076ee4f278a740bc923b05560
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spelling	oai:doaj.org-article:845c390076ee4f278a740bc923b055602021-11-27T06:12:47ZThe Effect of the Side Chain on Gelation Properties of Bile Acid Alkyl Amides2191-136310.1002/open.202100245https://doaj.org/article/845c390076ee4f278a740bc923b055602021-11-01T00:00:00Zhttps://doi.org/10.1002/open.202100245https://doaj.org/toc/2191-1363Abstract 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.Riikka T. KuosmanenDr. Khai‐Nghi TruongProf. Dr. Kari T. RissanenDr. Elina I. SievänenWiley-VCHarticlebile acid amidesintermolecular interactionssolvent influencesupramolecular gelsX-ray crystallographyChemistryQD1-999ENChemistryOpen, Vol 10, Iss 11, Pp 1150-1157 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	bile acid amides intermolecular interactions solvent influence supramolecular gels X-ray crystallography Chemistry QD1-999
spellingShingle	bile acid amides intermolecular interactions solvent influence supramolecular gels X-ray crystallography Chemistry QD1-999 Riikka T. Kuosmanen Dr. Khai‐Nghi Truong Prof. Dr. Kari T. Rissanen Dr. Elina I. Sievänen The Effect of the Side Chain on Gelation Properties of Bile Acid Alkyl Amides
description	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.
format	article
author	Riikka T. Kuosmanen Dr. Khai‐Nghi Truong Prof. Dr. Kari T. Rissanen Dr. Elina I. Sievänen
author_facet	Riikka T. Kuosmanen Dr. Khai‐Nghi Truong Prof. Dr. Kari T. Rissanen Dr. Elina I. Sievänen
author_sort	Riikka T. Kuosmanen
title	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_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_sort	effect of the side chain on gelation properties of bile acid alkyl amides
publisher	Wiley-VCH
publishDate	2021
url	https://doaj.org/article/845c390076ee4f278a740bc923b05560
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The Effect of the Side Chain on Gelation Properties of Bile Acid Alkyl Amides

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