A New Design for Light-Breakable Polymer Micelles

Jiang, Jinqiang; Tong, Xia; Zhao, Yue

doi:10.1021/ja0521019

Cited by 444 publications

(332 citation statements)

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“…The most commonly used approach to control this material involves photolysis of covalent cross-links, such as 2-nitrobenzyl derivatives [27,28,[33][34][35]. These materials were suggested for applications involving controlled drug release from micelles [36] and liposomes [37] as well as gene delivery using photoisomerizable cationic surfactants [38]. Similar methodology can be used for light induced release of cells encapsulated in a cross-linked hydrogel through photodegradable 2-nitrobenzyl bridge [39].…”

Section: Open Accessmentioning

confidence: 99%

Photochemical Patterning of Ionically Cross-Linked Hydrogels

2013

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Iron(III) cross-linked alginate hydrogel incorporating sodium lactate undergoes photoinduced degradation, thus serving as a biocompatible positive photoresist suitable for photochemical patterning. Alternatively, surface etching of iron(III) cross-linked hydrogel contacting lactic acid solution can be used for controlling the thickness of the photochemical pattering. Due to biocompatibility, both of these approaches appear potentially useful for advanced manipulation with cell cultures including growing cells on the surface or entrapping them within the hydrogel.

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Section: Open Accessmentioning

confidence: 99%

Photochemical Patterning of Ionically Cross-Linked Hydrogels

2013

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“…The resulting change from a hydrophobic to a hydrophilic polymer can be used for the disrupture of micellar aggregates from initially amphiphilic diblock copolymers. 232 A similar approach to the photolytic detachment of hydrophobic protection groups from carboxylic acids is based on the utilization of o-nitrobenzyl esters and derivatives. While their connection to a polymer as side groups gives rise to photo-resist materials 233 or light-cleavable micelles, 234 incorporation of these moieties in to the backbone results in completely photo-degradable polymers.…”

Section: Types Of Chromophores In Polymeric Materialsmentioning

confidence: 99%

Light-Sensitive Polymeric Nanoparticles Based on Photo-Cleavable Chromophores

Klinger

2013

Springer Theses

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This thesis focuses on the design, synthesis and characterization of novel photo-sensitive microgels and nanoparticles as potential materials for the loading and light-triggered release/accessibility of functional compounds. In order to realize this concept, different approaches to irradiation-dependent response mechanisms have been investigated.Novel light-cleavable divinyl functionalized monomeric crosslinkers based on o-nitrobenzyl derivatives were synthesized and used for the preparation of either PMMA or hydroxyl functionalized PHEMA microgels swellable and degradable in organic solvents. By the introduction of anionic MAA moieties into the PHEMA microgels, this concept was successfully transferred to double stimuli-responsive p(HEMA-co-MAA) hydrogel nanoparticles exhibiting a pH-dependent swelling and light-induced degradation behavior in aqueous media. This sensitivity to two orthogonal triggers is proposed to combine a pHinduced post-formation loading mechanism with a pH-and light-triggered release. In addition, a new class of enzyme-and light-sensitive PAAm microgels based on (meth-)acrylate functionalized dextrans as photo-and enzymatically degradable macromolecular crosslinkers was developed by introducing a photo-labile linker between the enzymatically degradable dextran chain and the polymerizable vinyl moieties. Here, the water solubility of the crosslinkers is assumed to enable an in situ loading approach of hydrophilic compounds.A different approach to the loading of microgels is based on photo-labile covalent microgel-drug conjugates. The first step to the realization of this concept was achieved by the development of a novel functional monomer consisting of a doxorubicin molecule covalently attached to a radically polymerizable methacrylate group via a photo-cleavable linker.Moreover, in order to enable the release of hydrophobic substances in aqueous media, hydrophobic nanoparticles consisting of a photo-resist polymer were designed to be degradable upon irradiation in water. Light-triggered conversion of the initial hydrophobic polymer into hydrophilic PMAA induced in situ particle dissolution and release of nile red.Since the introduction of a stimuli-responsive shell around a microgel is assumed to prevent leakage of embedded compounds, studies on non-stimuli-responsive shell formation around preformed microgel seed particles and the formation of microgel cores in polymeric shells were conducted to investigate potential synthetic pathways to this approach.In a last attempt, the surface of PHEMA and p(HEMA-co-MAA) microgels was functionalized with cinnamoyl groups in order to trigger the (reversible) particles interaction with each other by light-induced [2+2] cycloaddition reactions.

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“…3 The attractiveness of polymer-based systems begins with their high degree of inherent tunability, for example, polymeric systems can be designed to respond to external stimuli such as temperature, pH or light allowing a controlled release profile. [4][5][6] Moreover, the incorporation of specific functional groups on the vector provides a robust route to biomolecule conjugation 7 or surface charged modifications to generate neutral, anionic, cationic or zwitterionic species, which can both aid in the targeting of specific cell populations to limit systemic exposure. [8][9][10][11] Acute lymphoblastic leukaemia (ALL) is a disease with an incidence of 1 -4.75 per 100,000 people globally 12 , but with a much higher incidence in children, peaking at between 2 and 5 years of age.…”

Section: Introductionmentioning

confidence: 99%

Functionalized Triblock Copolymer Vectors for the Treatment of Acute Lymphoblastic Leukemia

et al. 2017

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General rightsThis document is made available in accordance with publisher policies. Please cite only the published version using the reference above. Accordingly, we describe the synthesis, characterisation and testing of a range of biocompatible triblock copolymer micelles as particle-based delivery vectors for the hydrophobic drug Parthenolide.The drug-loaded particles are produced via an emulsion-to-micelle transition method and the effects of introducing anionic and cationic surface charges on stability, drug sequestration, biocompatibility and efficacy are investigated. Significantly, we demonstrate high levels of efficacy in the organic solvent free systems against human mesenchymal stem cells and primary T-acute lymphoblastic leukaemia patient cells, highlighting the effectiveness of the delivery vectors for the treatment of acute lymphoblastic leukaemia.3

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A New Design for Light-Breakable Polymer Micelles

Cited by 444 publications

References 10 publications

Photochemical Patterning of Ionically Cross-Linked Hydrogels

Photochemical Patterning of Ionically Cross-Linked Hydrogels

Light-Sensitive Polymeric Nanoparticles Based on Photo-Cleavable Chromophores

Functionalized Triblock Copolymer Vectors for the Treatment of Acute Lymphoblastic Leukemia

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