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Designing a Transparent and Fluorine Containing Hydrogel
Physical hydrogels are supramolecular materials obtained by self-assembly of small molecules called gelators. Aromatic amino acids and small peptides containing aromatic rings are good candidates as gelators due to their ability to form weak bonds as π-π interactions and hydrogen bonds between NH an...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8167729/ https://www.ncbi.nlm.nih.gov/pubmed/33918097 http://dx.doi.org/10.3390/gels7020043 |
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author | Ravarino, Paolo Giuri, Demetra Faccio, Davide Tomasini, Claudia |
author_facet | Ravarino, Paolo Giuri, Demetra Faccio, Davide Tomasini, Claudia |
author_sort | Ravarino, Paolo |
collection | PubMed |
description | Physical hydrogels are supramolecular materials obtained by self-assembly of small molecules called gelators. Aromatic amino acids and small peptides containing aromatic rings are good candidates as gelators due to their ability to form weak bonds as π-π interactions and hydrogen bonds between NH and CO of the peptide chain. In this paper we show our results in the preparation of a transparent hydrogel that was obtained by self-assembly of a fluorine-containing dipeptide that relies on the additional formation of halogen bonds due to the fluorine atoms contained in the dipeptide. We used Boc-D-F(2)Phe-L-Oxd-OH (F(2)Phe = 3,4-difluorophenylalainine; Oxd = 4-methyl-5-carboxy-oxazolidin-2-one) that formed a strong and transparent hydrogel in 0.5% w/w concentration at pH = 4.2. The formation of a hydrogel made of unnatural fluorinated amino acids may be of great interest in the evaluation of patients with parkinsonian syndromes and may be used for controlled release. |
format | Online Article Text |
id | pubmed-8167729 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-81677292021-06-02 Designing a Transparent and Fluorine Containing Hydrogel Ravarino, Paolo Giuri, Demetra Faccio, Davide Tomasini, Claudia Gels Article Physical hydrogels are supramolecular materials obtained by self-assembly of small molecules called gelators. Aromatic amino acids and small peptides containing aromatic rings are good candidates as gelators due to their ability to form weak bonds as π-π interactions and hydrogen bonds between NH and CO of the peptide chain. In this paper we show our results in the preparation of a transparent hydrogel that was obtained by self-assembly of a fluorine-containing dipeptide that relies on the additional formation of halogen bonds due to the fluorine atoms contained in the dipeptide. We used Boc-D-F(2)Phe-L-Oxd-OH (F(2)Phe = 3,4-difluorophenylalainine; Oxd = 4-methyl-5-carboxy-oxazolidin-2-one) that formed a strong and transparent hydrogel in 0.5% w/w concentration at pH = 4.2. The formation of a hydrogel made of unnatural fluorinated amino acids may be of great interest in the evaluation of patients with parkinsonian syndromes and may be used for controlled release. MDPI 2021-04-08 /pmc/articles/PMC8167729/ /pubmed/33918097 http://dx.doi.org/10.3390/gels7020043 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Ravarino, Paolo Giuri, Demetra Faccio, Davide Tomasini, Claudia Designing a Transparent and Fluorine Containing Hydrogel |
title | Designing a Transparent and Fluorine Containing Hydrogel |
title_full | Designing a Transparent and Fluorine Containing Hydrogel |
title_fullStr | Designing a Transparent and Fluorine Containing Hydrogel |
title_full_unstemmed | Designing a Transparent and Fluorine Containing Hydrogel |
title_short | Designing a Transparent and Fluorine Containing Hydrogel |
title_sort | designing a transparent and fluorine containing hydrogel |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8167729/ https://www.ncbi.nlm.nih.gov/pubmed/33918097 http://dx.doi.org/10.3390/gels7020043 |
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