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Morphological Transitions of Photoresponsive Vesicles from Amphiphilic Polypeptoid Copolymers for Controlled Release.

ABSTRACT: Photoresponsive polymers have attracted increasing interest for a variety of applications. Here, we report a family of photoresponsive polypeptoid-based copolymer poly(ethylene glycol)-b-poly(N-(S-(o-nitrobenzyl)-thioethyl) glycine)-co-poly(N-(2-phenylethyl) glycine) (PEG-b-PNSN-co-PNPE) synthesized by the controlled ring-opening polymerization (ROP) technique. The key feature of the design is to incorporate both o-nitrobenzyl group moiety to offer the photoresponsive property and phenethyl residues to tune the structural and amphiphilic property of the system. We demonstrate that the cleavage degree of the o-nitrobenzyl group can reach to 100% upon UV-irradiation. With delicate design, a photoresponsive vesicle-to-sphere transition has been observed that facilitates the release of the encapsulants. This work provides a facile approach to prepare a type of photoresponsive polymers with tunable properties for drug delivery.

SUBMITTER: Yang X

PROVIDER: S-EPMC7240382 | biostudies-literature | 2020 Apr

REPOSITORIES: biostudies-literature

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Morphological Transitions of Photoresponsive Vesicles from Amphiphilic Polypeptoid Copolymers for Controlled Release.

Yang Xu X Wang Zhiwei Z Sun Jing J

Polymers 20200403 4

Photoresponsive polymers have attracted increasing interest for a variety of applications. Here, we report a family of photoresponsive polypeptoid-based copolymer poly(ethylene glycol)-b-poly(N-(S-(o-nitrobenzyl)-thioethyl) glycine)-co-poly(N-(2-phenylethyl) glycine) (PEG-b-PNSN-co-PNPE) synthesized by the controlled ring-opening polymerization (ROP) technique. The key feature of the design is to incorporate both o-nitrobenzyl group moiety to offer the p ...[more]

PMID: 32260046

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Project description:Dynamic covalent chemistry is exploited to drive morphological order-order transitions to achieve the controlled release of a model payload (e.g., silica nanoparticles) encapsulated within block copolymer vesicles. More specifically, poly(glycerol monomethacrylate)-poly(2-hydroxypropyl methacrylate) (PGMA-PHPMA) diblock copolymer vesicles were prepared via aqueous polymerization-induced self-assembly in either the presence or absence of silica nanoparticles. Addition of 3-aminophenylboronic acid (APBA) to such vesicles results in specific binding of this reagent to some of the pendent cis-diol groups on the hydrophilic PGMA chains to form phenylboronate ester bonds in mildly alkaline aqueous solution (pH ? 10). This leads to a subtle increase in the effective volume fraction of this stabilizer block, which in turn causes a reduction in the packing parameter and hence induces a vesicle-to-worm (or vesicle-to-sphere) morphological transition. The evolution in copolymer morphology (and the associated sol-gel transitions) was monitored using dynamic light scattering, transmission electron microscopy, oscillatory rheology, and small-angle X-ray scattering. In contrast to the literature, in situ release of encapsulated silica nanoparticles is achieved via vesicle dissociation at room temperature; moreover, the rate of release can be fine-tuned by varying the solution pH and/or the APBA concentration. Furthermore, this strategy also works (i) for relatively thick-walled vesicles that do not normally exhibit stimulus-responsive behavior and (ii) in the presence of added salt. This novel molecular recognition strategy to trigger morphological transitions via dynamic covalent chemistry offers considerable scope for the design of new stimulus-responsive copolymer vesicles (and hydrogels) for targeted delivery and controlled release of cargoes. In particular, the conditions used in this new approach are relevant to liquid laundry formulations, whereby enzymes require protection to prevent their deactivation by bleach.

Dataset Information

Morphological Transitions of Photoresponsive Vesicles from Amphiphilic Polypeptoid Copolymers for Controlled Release.

Publications

Morphological Transitions of Photoresponsive Vesicles from Amphiphilic Polypeptoid Copolymers for Controlled Release.

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