Bioinspired Oxidation-Resistant Catechol-like Sliding Ring Polyrotaxane Hydrogels
Adaptable hydrogels have been used in the biomedical field to address several pathologies, especially those regarding tissue defects. Here, we describe unprecedented catechol-like functionalized polyrotaxane (PR) polymers able to form hydrogels. PR were functionalized with the incorporation of hydro...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-01-01
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| Series: | Gels |
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| Online Access: | https://www.mdpi.com/2310-2861/9/2/85 |
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| author | M. Isabel Rial-Hermida Dora C. S. Costa Lan Jiang João M. M. Rodrigues Kohzo Ito João F. Mano |
| author_facet | M. Isabel Rial-Hermida Dora C. S. Costa Lan Jiang João M. M. Rodrigues Kohzo Ito João F. Mano |
| author_sort | M. Isabel Rial-Hermida |
| collection | DOAJ |
| description | Adaptable hydrogels have been used in the biomedical field to address several pathologies, especially those regarding tissue defects. Here, we describe unprecedented catechol-like functionalized polyrotaxane (PR) polymers able to form hydrogels. PR were functionalized with the incorporation of hydroxypyridinone (HOPO) moieties into the polymer backbone, with a degree of substitution from 4 to 22%, depending on the PR type. The hydrogels form through the functionalized supramolecular systems when in contact with a Fe(III) solution. Despite the hydrogel formation being at physiological pH (7.4), the HOPO derivatives are extremely resistant to oxidation, unlike common catechols; consequently, they prevent the formation of quinones, which can lead to irreversible bounds within the matrix. The resulting hydrogels demonstrated properties lead to unique hydrogels with improved mechanical behavior obtained by metallic coordination crosslinking, due to the synergies of the sliding-ring PR and the non-covalent (reversible) catechol analogues. Following this strategy, we successfully developed innovative, cytocompatible, oxidative-resistant, and reversible crosslinked hydrogels, with the potential of being used as structural self-materials for a variety of applications, including in the biomedical field. |
| first_indexed | 2024-03-11T08:47:45Z |
| format | Article |
| id | doaj.art-42943553822444d8a2b6a2a515922045 |
| institution | Directory Open Access Journal |
| issn | 2310-2861 |
| language | English |
| last_indexed | 2024-03-11T08:47:45Z |
| publishDate | 2023-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Gels |
| spelling | doaj.art-42943553822444d8a2b6a2a5159220452023-11-16T20:39:01ZengMDPI AGGels2310-28612023-01-01928510.3390/gels9020085Bioinspired Oxidation-Resistant Catechol-like Sliding Ring Polyrotaxane HydrogelsM. Isabel Rial-Hermida0Dora C. S. Costa1Lan Jiang2João M. M. Rodrigues3Kohzo Ito4João F. Mano5CICECO—Aveiro Institute of Materials, Chemistry Department, University of Aveiro, 3810-193 Aveiro, PortugalCICECO—Aveiro Institute of Materials, Chemistry Department, University of Aveiro, 3810-193 Aveiro, PortugalDepartment of Advanced Materials Science, Graduate School of Frontier Sciences, The University of Tokyo, Kashiwa-shi 277-8561, Chiba, JapanCICECO—Aveiro Institute of Materials, Chemistry Department, University of Aveiro, 3810-193 Aveiro, PortugalDepartment of Advanced Materials Science, Graduate School of Frontier Sciences, The University of Tokyo, Kashiwa-shi 277-8561, Chiba, JapanCICECO—Aveiro Institute of Materials, Chemistry Department, University of Aveiro, 3810-193 Aveiro, PortugalAdaptable hydrogels have been used in the biomedical field to address several pathologies, especially those regarding tissue defects. Here, we describe unprecedented catechol-like functionalized polyrotaxane (PR) polymers able to form hydrogels. PR were functionalized with the incorporation of hydroxypyridinone (HOPO) moieties into the polymer backbone, with a degree of substitution from 4 to 22%, depending on the PR type. The hydrogels form through the functionalized supramolecular systems when in contact with a Fe(III) solution. Despite the hydrogel formation being at physiological pH (7.4), the HOPO derivatives are extremely resistant to oxidation, unlike common catechols; consequently, they prevent the formation of quinones, which can lead to irreversible bounds within the matrix. The resulting hydrogels demonstrated properties lead to unique hydrogels with improved mechanical behavior obtained by metallic coordination crosslinking, due to the synergies of the sliding-ring PR and the non-covalent (reversible) catechol analogues. Following this strategy, we successfully developed innovative, cytocompatible, oxidative-resistant, and reversible crosslinked hydrogels, with the potential of being used as structural self-materials for a variety of applications, including in the biomedical field.https://www.mdpi.com/2310-2861/9/2/85oxidation-resistantpolyrotaxanesnon-covalent boundinghydroxypyridinonesliding-ring hydrogels |
| spellingShingle | M. Isabel Rial-Hermida Dora C. S. Costa Lan Jiang João M. M. Rodrigues Kohzo Ito João F. Mano Bioinspired Oxidation-Resistant Catechol-like Sliding Ring Polyrotaxane Hydrogels Gels oxidation-resistant polyrotaxanes non-covalent bounding hydroxypyridinone sliding-ring hydrogels |
| title | Bioinspired Oxidation-Resistant Catechol-like Sliding Ring Polyrotaxane Hydrogels |
| title_full | Bioinspired Oxidation-Resistant Catechol-like Sliding Ring Polyrotaxane Hydrogels |
| title_fullStr | Bioinspired Oxidation-Resistant Catechol-like Sliding Ring Polyrotaxane Hydrogels |
| title_full_unstemmed | Bioinspired Oxidation-Resistant Catechol-like Sliding Ring Polyrotaxane Hydrogels |
| title_short | Bioinspired Oxidation-Resistant Catechol-like Sliding Ring Polyrotaxane Hydrogels |
| title_sort | bioinspired oxidation resistant catechol like sliding ring polyrotaxane hydrogels |
| topic | oxidation-resistant polyrotaxanes non-covalent bounding hydroxypyridinone sliding-ring hydrogels |
| url | https://www.mdpi.com/2310-2861/9/2/85 |
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