Catechol-modified hyaluronic acid: in situ-forming hydrogels by auto-oxidation of catechol or photo-oxidation using visible light

Mussel-inspired polymers have emerged as attractive candidates for the synthesis of injectable hydrogels with tissue-adhesive properties. In these systems, polymer crosslinking occurs via the oxidative coupling of catechol groups grafted on the polymer backbone, performed in the presence of an enzym...

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Bibliographic Details
Published inPolymer bulletin (Berlin, Germany) Vol. 74; no. 10; pp. 4069 - 4085
Main Authors Sato, Takeshi, Aoyagi, Takao, Ebara, Mitsuhiro, Auzély-Velty, Rachel
Format Journal Article
LanguageEnglish
Published Berlin/Heidelberg Springer Berlin Heidelberg 01.10.2017
Springer Nature B.V
Subjects
Biomedical materials
Catechol
Characterization and Evaluation of Materials
Chemistry
Chemistry and Materials Science
Complex Fluids and Microfluidics
Crosslinking
Dopamine
Experiments
Gelation
Hyaluronic acid
Hydrogels
Kinetics
Molecular weight
Organic Chemistry
Original Paper
Oxidation
Oxidizing agents
Physical Chemistry
Physiology
Polymer Sciences
Polymers
Reagents
Rheological properties
Rheology
Soft and Granular Matter
Solvents
Wound healing
United States > US
Hyaluronic acid
Tissue-adhesive polymer
Self-crosslinking polymer
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Summary:Mussel-inspired polymers have emerged as attractive candidates for the synthesis of injectable hydrogels with tissue-adhesive properties. In these systems, polymer crosslinking occurs via the oxidative coupling of catechol groups grafted on the polymer backbone, performed in the presence of an enzyme or a chemical oxidant. Here, we show that catechol-modified hyaluronic acid (HA-CA) can self-crosslink in physiological conditions without any requirement of oxidizing reagents. A careful rheological analysis of gelation of HA-CA solutions indicated that both the degree of substitution and the molar mass of HA-CA are key parameters controlling the gelation kinetics. Interestingly, the gelation time could be dramatically lowered by photo-oxidation of catechol using visible light in the presence of eosin Y as a photosensitizer. This strategy can be advantageously used to manage viscosity and gelation kinetics during injection, which paves the way for various biomedical applications of HA-CA including wound closure and healing as well as drug delivery.
ISSN:0170-0839
1436-2449
DOI:10.1007/s00289-017-1937-y