Aldehyde-functional thermoresponsive diblock copolymer worm gels exhibit strong mucoadhesion

• Published in: Chemical science (Cambridge) Vol. 13; no. 23; pp. 6888 - 6898
• Main Authors: Brotherton, Emma E, Neal, Thomas J, Kaldybekov, Daulet B, Smallridge, Mark J, Khutoryanskiy, Vitaliy V, Armes, Steven P
• Format: Journal Article
• Language: English
• Published: England Royal Society of Chemistry 15-06-2022; The Royal Society of Chemistry
• Subjects: Aldehydes; Aqueous solutions; Block copolymers; Chain transfer; Chemistry; Chitosan; Gels; Hydroxypropyl methacrylate; Oxidation; Substrates
• ISSN: 2041-6520; 2041-6539
• DOI: 10.1039/d2sc02074b

A series of thermoresponsive diblock copolymer worm gels is prepared
via
reversible addition-fragmentation chain transfer (RAFT) aqueous dispersion polymerization of 2-hydroxypropyl methacrylate using a water-soluble methacrylic precursor bearing pendent
cis
-diol groups. Selective oxidation using an aqueous solution of sodium periodate affords the corresponding aldehyde-functional worm gels. The aldehyde groups are located within the steric stabilizer chains and the aldehyde content can be adjusted by varying the periodate/
cis
-diol molar ratio. These aldehyde-functional worm gels are evaluated in terms of their mucoadhesion performance with the aid of a fluorescence microscopy-based assay. Using porcine urinary bladder mucosa as a model substrate, we demonstrate that these worm gels offer a comparable degree of mucoadhesion to that afforded by chitosan, which is widely regarded to be a 'gold standard' positive control in this context. The optimum degree of aldehyde functionality is approximately 30%: lower degrees of functionalization lead to weaker mucoadhesion, whereas higher values compromise the desirable thermoresponsive behavior of these worm gels.
Optimizing the aldehyde content of thermoresponsive diblock copolymer worm gels via periodate oxidation leads to mucoadhesion performance comparable to that of chitosan (a gold standard positive control) in a fluorescence assay using porcine mucosa.