uu.seUppsala University Publications
Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
First Aldol Cross-Linked Hyaluronic Acid Hydrogel: Fast and Hydrolytically Stable Hydrogel with Tissue Adhesive Properties
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Applied Mechanics.ORCID iD: 0000-0002-0491-1077
Tampere Univ, Bioengn & Nanomed Lab, Fac Med & Hlth Technol, Korkeakoulunkatu 3, Tampere 33720, Finland;Tampere Univ, BioMediTech Inst, Korkeakoulunkatu 3, Tampere 33720, Finland.ORCID iD: 0000-0003-2768-0133
Show others and affiliations
2019 (English)In: ACS Applied Materials and Interfaces, ISSN 1944-8244, E-ISSN 1944-8252, Vol. 11, no 41, p. 38232-38239Article in journal (Refereed) Published
Abstract [en]

Currently, there are limited approaches to tailor 3D scaffolds cross-linked with a stable covalent C-C bond that does not require any catalysts or initiators. We present here the first hydrogels employing aldol condensation chemistry that exhibit exceptional physicochemical properties. We investigated the aldol-cross-linking chemistry using two types of aldehyde-modified hyaluronic acid (HA) derivatives, namely, an enolizable HA-aldehyde (HA-EaI) and a non-enolizable HA-aldehyde (HA-NaI). Hydrogels formed using HA-EaI demonstrate inferior cross linking efficiency (due to intramolecular loop formation), when compared with hydrogels formed by mixing HA-EaI and HA-NaI leading to a cross-aldol product. The change in mechanical properties as a result of cross-linking at different pH values is determined using rheological measurements and is interpreted in terms of molecular weight between cross-links (Me). The novel HA cross-aldol hydrogel demonstrate excellent hydrolytic stability and favorable mechanical properties but allow hyaluronidase-mediated enzymatic degradation. Interestingly, residual aldehyde functionality within the aldol product rendered the tissue adhesive properties by bonding two bone tissues. The aldehyde functionality also facilitated facile post-synthetic modifications with nucleophilic reagents. Finally, we demonstrate that the novel hydrogel is biocompatible with encapsulated stem cells that show a linear rate of expansion in our 3-6 days of study.

Place, publisher, year, edition, pages
2019. Vol. 11, no 41, p. 38232-38239
Keywords [en]
hyaluronic acid, hydrogel, aldol chemistry, tissue adhesive, biomaterial
National Category
Polymer Chemistry Materials Chemistry
Identifiers
URN: urn:nbn:se:uu:diva-397131DOI: 10.1021/acsami.9b10239ISI: 000491219700090PubMedID: 31550878OAI: oai:DiVA.org:uu-397131DiVA, id: diva2:1374051
Funder
EU, FP7, Seventh Framework Programme, FP7/2007-2013/607868EU, FP7, Seventh Framework Programme, 607868Swedish Foundation for Strategic Research , SBE13-0028Swedish Foundation for Strategic Research , StemTherapy 2009-1035Available from: 2019-11-28 Created: 2019-11-28 Last updated: 2019-11-28Bibliographically approved

Open Access in DiVA

No full text in DiVA

Other links

Publisher's full textPubMed

Authority records BETA

Bermejo-Velasco, DanielKadekar, SandeepTavares da Costa, Marcus ViniciusGamstedt, E. KristoferHilborn, JönsVarghese, Oommen P.

Search in DiVA

By author/editor
Bermejo-Velasco, DanielKadekar, SandeepTavares da Costa, Marcus ViniciusOommen, Oommen P.Gamstedt, E. KristoferHilborn, JönsVarghese, Oommen P.
By organisation
Polymer ChemistryApplied Mechanics
In the same journal
ACS Applied Materials and Interfaces
Polymer ChemistryMaterials Chemistry

Search outside of DiVA

GoogleGoogle Scholar

doi
pubmed
urn-nbn

Altmetric score

doi
pubmed
urn-nbn
Total: 36 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf