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Stigmasterol-Based Novel Low Molecular Weight/Mass Organic Gelators

Conjugates consisting of stigmasterol and L-phenylalanine, interconnected through short-chained dicarboxylic acyls by ester and amide bonds, respectively, were synthesized as potential low molecular weight/mass organic gelators (LMWGs/LMMGs). Their physico-chemical properties were subjected to inves...

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Detalles Bibliográficos
Autores principales: Šusteková, Jana, Drašar, Pavel, Šaman, David, Wimmer, Zdeněk
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264699/
https://www.ncbi.nlm.nih.gov/pubmed/22068618
http://dx.doi.org/10.3390/molecules16119357
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author Šusteková, Jana
Drašar, Pavel
Šaman, David
Wimmer, Zdeněk
author_facet Šusteková, Jana
Drašar, Pavel
Šaman, David
Wimmer, Zdeněk
author_sort Šusteková, Jana
collection PubMed
description Conjugates consisting of stigmasterol and L-phenylalanine, interconnected through short-chained dicarboxylic acyls by ester and amide bonds, respectively, were synthesized as potential low molecular weight/mass organic gelators (LMWGs/LMMGs). Their physico-chemical properties were subjected to investigation, especially their ability to form gels reversibly based on changes of the environmental conditions. Other self-assembly properties detectable by UV-VIS traces were measured in systems consisting of two miscible solvents (water/acetonitrile) with varying solvent ratios and using constant concentrations of the studied compounds. Partition and diffusion coefficients and solubility in water were calculated for the target conjugates. The conjugate 3a was the only compound from this series capable of forming a gel in 1-octanol. All three conjugates 3a–3c displayed supramolecular characteristics in the UV-VIS spectra.
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spelling pubmed-62646992018-12-10 Stigmasterol-Based Novel Low Molecular Weight/Mass Organic Gelators Šusteková, Jana Drašar, Pavel Šaman, David Wimmer, Zdeněk Molecules Article Conjugates consisting of stigmasterol and L-phenylalanine, interconnected through short-chained dicarboxylic acyls by ester and amide bonds, respectively, were synthesized as potential low molecular weight/mass organic gelators (LMWGs/LMMGs). Their physico-chemical properties were subjected to investigation, especially their ability to form gels reversibly based on changes of the environmental conditions. Other self-assembly properties detectable by UV-VIS traces were measured in systems consisting of two miscible solvents (water/acetonitrile) with varying solvent ratios and using constant concentrations of the studied compounds. Partition and diffusion coefficients and solubility in water were calculated for the target conjugates. The conjugate 3a was the only compound from this series capable of forming a gel in 1-octanol. All three conjugates 3a–3c displayed supramolecular characteristics in the UV-VIS spectra. MDPI 2011-11-08 /pmc/articles/PMC6264699/ /pubmed/22068618 http://dx.doi.org/10.3390/molecules16119357 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Šusteková, Jana
Drašar, Pavel
Šaman, David
Wimmer, Zdeněk
Stigmasterol-Based Novel Low Molecular Weight/Mass Organic Gelators
title Stigmasterol-Based Novel Low Molecular Weight/Mass Organic Gelators
title_full Stigmasterol-Based Novel Low Molecular Weight/Mass Organic Gelators
title_fullStr Stigmasterol-Based Novel Low Molecular Weight/Mass Organic Gelators
title_full_unstemmed Stigmasterol-Based Novel Low Molecular Weight/Mass Organic Gelators
title_short Stigmasterol-Based Novel Low Molecular Weight/Mass Organic Gelators
title_sort stigmasterol-based novel low molecular weight/mass organic gelators
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264699/
https://www.ncbi.nlm.nih.gov/pubmed/22068618
http://dx.doi.org/10.3390/molecules16119357
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