Previously, we reported a polymer which is degrading by UV light. The mechanism behind the polymer is that the ortho-nitrobenzyl group in the polymer is removed by UV irradiation, and then releasing acid. This released acid is supposed to attack the acid sensitively cleavable group in the polymer backbone. This sophisticatedly designed polymer, however, has a limitation for biomedical application because of the trigger source, UV. In here, we report another polymer which has same degradation strategy but which utilize hydrogen peroxide (H2O2) as a trigger. Hydrogen peroxide is one of the reactive oxygen species (ROS) which is over expressed in neurodegenerative disease, chronic obstructive pulmonary disease (COPD), arthritis, cancer, and inflammation. Thus, it is one of the widely used source as an internal stimuli for stimuli responsive biomaterials. Therefore, pinacol boronic ester group, sensitively and quantitatively reactive group with H2O2, was introduced into the polymer in this study. Designed polymer was successfully synthesized and degradation of the polymer by H2O2 was examined using size exclusion chromatography (SEC). The prepared polymer was degraded by H2O2 as expected and formulated into nanoparticle through nano-precipitation method. Size of the formulated nanoparticle was ~200 nm, and it was observed by DLS and TEM that the size of nanoparticle was decreased by H2O2 treatment (figure). To evaluate the nanoparticle for drug delivery application, dye (IR 780) was encapsulated and release of it was estimated. As a result, the dye loaded nanoparticle was releasing their encapsulates by stimulus and its degradation. The particle was more evaluated for biological application.

Accelerated degradation of hydrogen peroxide sensitive polymeric nanoparticles by releasing of acid and reducing their local pH

251st National Meeting (2016)

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