Thiol-functionalized polymeric microparticles have attracted interest as mucoadhesive drug delivery formulations. However, new approaches are needed to optimize the preparation of these systems for patient use. Here, N-hydroxysuccinimide (NHS)-functionalized degradable amphiphilic diblock copolymer microparticles are prepared via electrospraying and subsequently functionalized with thiols. A poly(L-lactide)-b-poly(2-(methacryloyloxy)ethyl phosphorylcholine)-st-(methacrylic acid NHS ester) (PLA-b-P(MPC-st-NHSMA)) diblock copolymer was synthesized by sequential ring opening polymerization and reversible addition–fragmentation chain transfer polymerization. One-step microparticle preparation and rhodamine B encapsulation were performed by electrospraying. Cysteine attachment to the microparticle surface via succinimide chemistry resulted in their functionalization with thiol groups. These reacted with fluorescein isothiocyanate (FITC) to provide a fluorescent tag, proving the thiol reactivity. Highly controlled release of the dye was observed at low pH over a period of 89 days. These thiol-functionalized degradable microparticles are expected to have enhanced mucoadhesive properties with high potential for use as next-generation formulations at low pH, such as gastric, drug delivery.
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Novel functionalised biodegradable polymeric micro- and nano-structures for tissue engineering and drug delivery applicationsAuthor: Finnegan, M., Jul 2020
Student thesis: Doctoral Thesis › Doctor of Philosophy