Biofunctionalized pH‐Responsive Microgels for Cancer Cell Targeting: Rational Design

Das, Mallika; Mardyani, Sawitri; Chan, Warren C. W.; Kumacheva, Eugenia

doi:10.1002/adma.200501043

Cited by 228 publications

(204 citation statements)

References 20 publications

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“…Depending on the specific properties of the active compound to be delivered, the loading and release mechanisms due to an externally induced volume transition can vary significantly. As described in the case of non-photo-sensitive p(HEMA-co-MAA) particles, while collapsing a microgel can induce the release of embedded low molecular weight compounds electrostatically adsorbed to the former swollen network, 143 a similar volume transition can be used to entrap high molecular weight compounds such as e.g. proteins in the gel.…”

Section: Investigations On the Double Stimuli-responsive Behavior Of mentioning

confidence: 99%

“…for small molecules embedded in the network, the protonation of the anionic groups of the network forming copolymer upon lowering the pH reduces the electrostatic interactions between the positively charged payload and the network. In combination with the exclusion of water from the gel, this behavior induces the release following a "squeeze out" mechanism 143 (see Figure 39a-ii). On the other hand, a deswelling of the gel corresponds to a decrease of the pore sizes of the network.…”

Section: P(hema-co-maa) Microgels: Loading and Release Of Myoglobinmentioning

confidence: 99%

“…143 The microgels surface was functionalized with transferrin to enable an enhanced uptake in cancer cells. The drug was released in the slightly acidic cytosol of HeLa cells due to the protonation of the carboxylic acid groups and the corresponding deswelling of the microgels and the weakened electrostatic interaction between drug and polymer network.…”

Section: Temperature-sensitive Microgelsmentioning

confidence: 99%

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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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Section: Investigations On the Double Stimuli-responsive Behavior Of mentioning

confidence: 99%

Section: P(hema-co-maa) Microgels: Loading and Release Of Myoglobinmentioning

confidence: 99%

Section: Temperature-sensitive Microgelsmentioning

confidence: 99%

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Light-Sensitive Polymeric Nanoparticles Based on Photo-Cleavable Chromophores

Klinger

2013

Springer Theses

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“…Typical release mechanisms are based on a triggered system, such as pH 153,154 laser light, [155][156][157][158] ultrasound, [159][160][161] temperature, 162 or enzymatic degradation. 163 Currently, a variety of the release systems was already realized using gels, 164,165 polymeric micelles, [166][167][168] liposomes, 169,170 colloids, 171 and polyelectrolyte multilayer microcapsules 172 as carriers.…”

Section: Release Of Materialsmentioning

confidence: 99%

From polymeric particles to multifunctional nanocapsules for biomedical applications using the miniemulsion process

Landfester

Musyanovych

Mailänder

2009

J. Polym. Sci. A Polym. Chem.

164

122

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ABSTRACT:The miniemulsions process represents a versatile tool for the formation of polymeric nanoparticles consisting of different kinds of polymer as obtained by a variety of polymerization types ranging from radical, anionic, cationic, enzymatic polymerization to polyaddition, and polycondensation. The process perfectly allows the encapsulation of hydrophilic and hydrophobic liquids and solids in polymeric shells, molecularly dissolved dyes or other components. In combination with a specific functionalization of the nanoparticles' or nanocapsules' surfaces and the possibility to release substances in a defined way from the interior, complex nanoparticles or nanocapsules are obtained, which are ideally suited for application in biomedical application as marker and targeted drug-delivery system. V C 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 2010

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“…Nano-sized particles overcome biological barriers to arrive at the target organs and avoid rapid clearance by phagocytes, which greatly prolong their duration in the bloodstream (Langer and Tirrell 2004;Alexis et al 2008;Liu et al 2008;Slowing et al 2008;Wang et al 2009). Various nanoparticle-based technologies have been investigated and applied in clinical use, such as liposomal formulations for cancer therapy, colloidal gold for in vitro diagnostics, magnetic nanoparticles for in vivo imaging, and polymeric micelles and nanogels for drug delivery (Das et al 2005;Wagner et al 2006;Oh et al 2008;Han et al 2012;Su et al 2013). Among these nanomaterials, cellulose nanocrystals (CNCs) have important application prospects.…”

Section: Introductionmentioning

confidence: 99%

Temperature-Sensitive, Fluorescent Poly(N-Isopropyl-acrylamide)-Grafted Cellulose Nanocrystals for Drug Release

Wu¹,

Li²,

Liu³

et al. 2016

BioResources

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Cellulose nanocrystals (CNCs) grafted with fluorescent and thermoresponsive poly (N-isopropylacryalamide) (PNIPAM) brushes were prepared for encapsulation and the release of 5-fluorouracil (5-FU). The successful grafting was evidenced by Fourier transform infrared (FTIR) spectroscopy and solid-state 13C nuclear magnetic resonance ( 13 C NMR). Differential scanning calorimetry measurements suggested that the lower critical solution temperature of PNIPAM-grafted CNCs is close 32 °C. During polymerization, tuned fluorescence signatures were obtained by varying the dye dosages. At room temperature, the release amount of the loaded 5-FU was about 42% at a pH of 2.1, while this value approached 60% at a pH of 7.4. Both the cumulative release amount and the release rate were greatly increased when the temperature was raised to 37 °C. The novel PNIPAM-grafted CNCs with both fluorescence and stimulisensitive properties possess potential for application in intelligent drug delivery systems.

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Biofunctionalized pH‐Responsive Microgels for Cancer Cell Targeting: Rational Design

Cited by 228 publications

References 20 publications

Light-Sensitive Polymeric Nanoparticles Based on Photo-Cleavable Chromophores

Light-Sensitive Polymeric Nanoparticles Based on Photo-Cleavable Chromophores

From polymeric particles to multifunctional nanocapsules for biomedical applications using the miniemulsion process

Temperature-Sensitive, Fluorescent Poly(N-Isopropyl-acrylamide)-Grafted Cellulose Nanocrystals for Drug Release

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