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Structure validation of oxidized poly (2-hydroxyethyl acrylate) with multiple aldehyde groups and its application for collagen modification
The structural characteristic of oxidized poly (2-hydroxyethyl acrylate) (OP) was confirmed by high-performance liquid chromatography, gel permeation chromatography and hydroxylamine hydrochloride titration. The results demonstrated that OP prepared through 2,2,6,6-tetramethylpiperidine-1-oxyl-media...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8074665/ https://www.ncbi.nlm.nih.gov/pubmed/33972871 http://dx.doi.org/10.1098/rsos.201892 |
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author | Liu, Baohua Wang, Jian Ji, Lili Bai, Ting Zhang, Yin Liu, Dayu |
author_facet | Liu, Baohua Wang, Jian Ji, Lili Bai, Ting Zhang, Yin Liu, Dayu |
author_sort | Liu, Baohua |
collection | PubMed |
description | The structural characteristic of oxidized poly (2-hydroxyethyl acrylate) (OP) was confirmed by high-performance liquid chromatography, gel permeation chromatography and hydroxylamine hydrochloride titration. The results demonstrated that OP prepared through 2,2,6,6-tetramethylpiperidine-1-oxyl-mediated oxidation of poly (2-hydroxyethyl acrylate) was featured by multiple aldehyde groups on its side chain, with no free formaldehyde produced during the oxidation process. The computational simulation for the electrophilic reactivity of OP molecule showed that the reactivity of the aldehyde groups in OP with the amino groups of collagen was comparable to that of glutaraldehyde. In this study, OP was chosen as a collagen modifier to investigate the modification effects on the secondary structure, aggregation behaviour and thermal stability of collagen. The covalent cross-linking occurred between the aldehyde groups of OP and the amino groups of collagen under alkaline condition. The covalent binding between OP and collagen was strengthened with the increasing reaction pH and OP dosage, and the triple helix of collagen was altered to some degree. Furthermore, OP promoted the intense aggregation of collagen and enhanced the thermal stability of collagen. This work provides guidance for preparing novel collagen modifier with multiple aldehyde groups. |
format | Online Article Text |
id | pubmed-8074665 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-80746652021-05-09 Structure validation of oxidized poly (2-hydroxyethyl acrylate) with multiple aldehyde groups and its application for collagen modification Liu, Baohua Wang, Jian Ji, Lili Bai, Ting Zhang, Yin Liu, Dayu R Soc Open Sci Chemistry The structural characteristic of oxidized poly (2-hydroxyethyl acrylate) (OP) was confirmed by high-performance liquid chromatography, gel permeation chromatography and hydroxylamine hydrochloride titration. The results demonstrated that OP prepared through 2,2,6,6-tetramethylpiperidine-1-oxyl-mediated oxidation of poly (2-hydroxyethyl acrylate) was featured by multiple aldehyde groups on its side chain, with no free formaldehyde produced during the oxidation process. The computational simulation for the electrophilic reactivity of OP molecule showed that the reactivity of the aldehyde groups in OP with the amino groups of collagen was comparable to that of glutaraldehyde. In this study, OP was chosen as a collagen modifier to investigate the modification effects on the secondary structure, aggregation behaviour and thermal stability of collagen. The covalent cross-linking occurred between the aldehyde groups of OP and the amino groups of collagen under alkaline condition. The covalent binding between OP and collagen was strengthened with the increasing reaction pH and OP dosage, and the triple helix of collagen was altered to some degree. Furthermore, OP promoted the intense aggregation of collagen and enhanced the thermal stability of collagen. This work provides guidance for preparing novel collagen modifier with multiple aldehyde groups. The Royal Society 2021-02-17 /pmc/articles/PMC8074665/ /pubmed/33972871 http://dx.doi.org/10.1098/rsos.201892 Text en © 2021 The Authors. https://creativecommons.org/licenses/by/4.0/Published by the Royal Society under the terms of the Creative Commons Attribution License http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) , which permits unrestricted use, provided the original author and source are credited. |
spellingShingle | Chemistry Liu, Baohua Wang, Jian Ji, Lili Bai, Ting Zhang, Yin Liu, Dayu Structure validation of oxidized poly (2-hydroxyethyl acrylate) with multiple aldehyde groups and its application for collagen modification |
title | Structure validation of oxidized poly (2-hydroxyethyl acrylate) with multiple aldehyde groups and its application for collagen modification |
title_full | Structure validation of oxidized poly (2-hydroxyethyl acrylate) with multiple aldehyde groups and its application for collagen modification |
title_fullStr | Structure validation of oxidized poly (2-hydroxyethyl acrylate) with multiple aldehyde groups and its application for collagen modification |
title_full_unstemmed | Structure validation of oxidized poly (2-hydroxyethyl acrylate) with multiple aldehyde groups and its application for collagen modification |
title_short | Structure validation of oxidized poly (2-hydroxyethyl acrylate) with multiple aldehyde groups and its application for collagen modification |
title_sort | structure validation of oxidized poly (2-hydroxyethyl acrylate) with multiple aldehyde groups and its application for collagen modification |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8074665/ https://www.ncbi.nlm.nih.gov/pubmed/33972871 http://dx.doi.org/10.1098/rsos.201892 |
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