Photocleavable Polyethylene Glycol for the Light-Regulation of Protein Function

Georgianna, Wesleigh E.; Lusic, Hrvoje; McIver, Andrew L.; Deiters, Alexander

doi:10.1021/bc100084n

Cited by 48 publications

(49 citation statements)

References 35 publications

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“…The design and fabrication of polymers featuring light‐responsive groups has gained intensive interest in the biomedical field . Light as a spatially and temporally controllable external stimulus can be readily tuned and focused to trigger changes in the structure of polymer chains, and thereby provide “on‐demand” drug delivery . Several methods to synthesize polymeric nanoparticles bearing light‐responsive moieties have been developed by self‐assembly of block copolymers in selective solvents .…”

Section: Methodsmentioning

confidence: 99%

Synthesis of Light‐Responsive Pyrene‐Based Polymer Nanoparticles via Polymerization‐Induced Self‐Assembly

Bagheri

Boyer

Lim

2018

Macromol. Rapid Commun.

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The use of an in situ, one-pot polymerization-induced self-assembly method to synthesize light-responsive pyrene-containing nanoparticles is reported. The strategy is based on the chain extension of a hydrophilic macromolecular chain transfer agent, poly(oligo(ethylene glycol) methyl ether methacrylate), using a light-responsive monomer, 1-pyrenemethyl methacrylate (PyMA), via a reversible addition-fragmentation chain transfer dispersion polymerization; yielding nanoparticles of various morphologies (spherical micelles and worm-like micelles). In this process, addition of comonomers, such as butyl methacrylate (BuMA) or methyl methacrylate (MMA), are required to obtain high PyMA monomer conversion (>80% in 24 h). The addition of comonomers reduces the π-π stacking of the pyrene moieties, which facilitates the diffusion of monomers in the nanoparticle core. The addition of BuMA (as a comonomer) offers P(PyMA-co-BuMA) core-forming chains with high mobility that enables the reorganization of chains and then the evolution of morphology to form vesicles. In contrast, when MMA comonomer is used, kinetically trapped spheres are obtained; this is due to the low mobility of the core-forming chains inhibiting in situ morphological evolution. Finally, the UV-light-induced dissociation of these light-responsive nanoparticles due to the gradual cleavage of the pyrene moieties and the subsequent hydrophobic-to-hydrophilic transitions of the core-forming blocks is demonstrated.

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Section: Methodsmentioning

confidence: 99%

Synthesis of Light‐Responsive Pyrene‐Based Polymer Nanoparticles via Polymerization‐Induced Self‐Assembly

Bagheri

Boyer

Lim

2018

Macromol. Rapid Commun.

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“…Another example for a photocleavable PEGylation strategy was published by the Deiters group [42]. Using an ortho-nitrobenzyl linked PEG, they showed reversible caging of proteins and peptides, and most importantly the timed regulation of biomolecules activity.…”

Section: Protein-peg Conjugatesmentioning

confidence: 99%

More than add-on: chemoselective reactions for the synthesis of functional peptides and proteins

Schumacher

Hackenberger

2014

Current Opinion in Chemical Biology

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“…[1] Such concepts can be realized by different approaches.One of them is the use of cleavable,bifunctional linker units,w hich represents am ethod for triggering the complete decomposition of the polymeric material with external stimuli. Numerous photocleavable polymers,such as polyurethanes, [3] polyacrylates, [4] polyesters, [5] and polyethers, [6] have been reported. Numerous photocleavable polymers,such as polyurethanes, [3] polyacrylates, [4] polyesters, [5] and polyethers, [6] have been reported.…”

mentioning

confidence: 99%

Photocontrolled Release of Chemicals from Nano‐ and Microparticle Containers

et al. 2018

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A benzoin-derived diol linker was synthesized and used to generate biocompatible polyesters that can be fully decomposed on demand upon UV irradiation. Extensive structural optimization of the linker unit was performed to enable the defined encapsulation of diverse organic compounds in the polymeric structures and allow for a well-controllable polymer cleavage process. Selective tracking of the release kinetics of encapsulated model compounds from the polymeric nano- and microparticle containers was performed by confocal laser scanning microscopy in a proof-of-principle study. The physicochemical properties of the incorporated and released model compounds ranged from fully hydrophilic to fully hydrophobic. The demonstrated biocompatibility of the utilized polyesters and degradation products enables their use in advanced applications, for example, for the smart packaging of UV-sensitive pharmaceuticals, nutritional components, or even in the area of spatially selective self-healing processes.

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Photocleavable Polyethylene Glycol for the Light-Regulation of Protein Function

Cited by 48 publications

References 35 publications

Synthesis of Light‐Responsive Pyrene‐Based Polymer Nanoparticles via Polymerization‐Induced Self‐Assembly

Synthesis of Light‐Responsive Pyrene‐Based Polymer Nanoparticles via Polymerization‐Induced Self‐Assembly

More than add-on: chemoselective reactions for the synthesis of functional peptides and proteins

Photocontrolled Release of Chemicals from Nano‐ and Microparticle Containers

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