Tuning the antimicrobial activity of low molecular weight hydrogels using dopamine autoxidation

We present a method to trigger the formation of dipeptide-based hydrogels by the simple addition of dopamine. Dopamine undergoes oxidation in air, reducing the pH to induce gelation. The production of polydopamine and release of reactive oxygen species such as hydrogen peroxide confers antimicrobial...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2020-07, Vol.56 (58), p.8135-8138
Main Authors: Cross, Emily R, Coulter, Sophie M, Fuentes-Caparrós, Ana M, McAulay, Kate, Schweins, Ralf, Laverty, Garry, Adams, Dave J
Format: Article
Language:English
Subjects:
Anti-Bacterial Agents - chemical synthesis
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - pharmacology
Antiinfectives and antibacterials
Antimicrobial agents
Autoxidation
Dopamine
Dopamine - chemistry
Dopamine - pharmacology
Gelation
Gram-positive bacteria
Hydrogels
Hydrogels - chemical synthesis
Hydrogels - chemistry
Hydrogels - pharmacology
Hydrogen peroxide
Hydrogen-Ion Concentration
Low molecular weights
Microbial Sensitivity Tests
Molecular Structure
Molecular Weight
Oxidation
Oxidation-Reduction
Staphylococcus aureus - drug effects
Staphylococcus epidermidis - drug effects
Stiffness
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Summary:We present a method to trigger the formation of dipeptide-based hydrogels by the simple addition of dopamine. Dopamine undergoes oxidation in air, reducing the pH to induce gelation. The production of polydopamine and release of reactive oxygen species such as hydrogen peroxide confers antimicrobial activity. Gel stiffness can be controlled by modulating the initial starting pH of the gelator solution. We can use this method to tune the antimicrobial activity of the gels, with gels that are less stiff demonstrating increased bactericidal efficacy against Gram-positive bacteria. We present a method to trigger the formation of dipeptide-based hydrogels by the simple addition of dopamine.
ISSN:1359-7345
1364-548X
DOI:10.1039/d0cc02569k