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Synthesis of Glucose/Fructose Sensitive Poly(ethylene glycol) Methyl Ether Methacrylate Particles with Novel Boronate Ester Bridge Crosslinker and their Dye Release Applications

Şeküre Yıldırım, Hasan Akyıldız, Zeynep Çetinkaya

Abstract


In this study, it is aimed to develop glucose/fructose sensitive poly(ethylene glycol) methyl ether methacrylate (PEGMA) particles which can be employed in controlled drug delivery applications. For this purpose, a boric acid based crosslinker was synthesized using 4-vinylphenylboronic acid and its formation was confirmed by 1H-NMR and FT-IR analyses. Sugar-sensitive polymeric particles were then achieved using this crosslinker and PEGMA monomer in single step and surfactant free emulsion polymerization technique. Polymeric particles were characterized by DLS, SEM, and TEM in terms of size and morphology. In order to determine the sensitivity of the particles to sugar molecules, first Rhodamine B dye (as a model drug) loading experiments were performed. Then, the particles were subjected to glucose/fructose rich media and dye release was monitored as a function of time using UV-Vis spectrophotometry. The results of the current study revealed that the PEGMA particles were more sensitive to fructose (~39% release) compared to glucose (~25% release) at pH 7.4 and 310 K.


Keywords


Controlled drug release; fructose sensitivity; phenylboronic acid; smart polymers; crosslinker

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DOI: http://dx.doi.org/10.17344/acsi.2021.6838

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