Toward Photocontrolled Release Using Light-Dissociable Block Copolymer Micelles

Jiang, Jinqiang; Tong, Xia; Morris, Denis; Zhao, Yue

doi:10.1021/ma060142z

Cited by 391 publications

(402 citation statements)

References 23 publications

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“…They studied the biocompatible block copolymer composed of poly(ethylene oxide) (PEO) and poly(L-glutamic acid) (PLGA) containing a number of 6-bromo-7-hydroxycoumarin-4-ylmethyl groups. The micelles could be disrupted by λ=794 nm NIR light excitation via two-photon absorption [258,259]. Disruption followed from the NIR light-induced removal of coumarin groups from the polypeptide block that shifted the hydrophilic-hydrophobic balance toward the destabilization of the micelles in aqueous solution [260].…”

Section: Chalconementioning

confidence: 99%

Fluorescent Dyes Used in Polymer Carriers as Imaging Agents in Anticancer Therapy

Miksa¹

2016

Med chem (Los Angeles)

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This review highlights the role of fluorescent dyes as active "molecular photoswiches" focusing on the application in bioimaging and anticancer therapies in the field of therapeutic delivery. The author describes the development of prodrugs targeted to specific cell types and polymeric nanocarriers (capsules, micelles and silica nanoparticles) used as fluorescent probes which offer advantages in the integration of "smart" features of fluorescent dyes into synthetic materials. The incorporation of biologically responsive components that cleave upon changes in pH or light irradiation is fundamental to the successful design of such carriers with capabilities to load and release therapeutics specifically at a target site.

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Section: Chalconementioning

confidence: 99%

Fluorescent Dyes Used in Polymer Carriers as Imaging Agents in Anticancer Therapy

Miksa¹

2016

Med chem (Los Angeles)

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“…In addition, changes in ionic strength causes a proton sponge effect in certain cationic buffering polymers that can allow the endosome to release encapsulated material. Delivery of drugs using pH-responsive nanoparticles via the endosome and into the cytoplasm Gao et al, 2005;Bae et al, 2007;Cohen et al, 2008Cohen et al, , 2009Lee et al, 2008 Thermal Heat applied external or from physiologically changes De et al, 2008;Rahimi et al, 2008;Peng et al, 2011 Light Externally applied light Suzuki and Tanaka, 1990;Goodwin et al, 2005;Jiang et al, 2006;Fomina et al, 2010 Redox Regions where reactive oxidative and reductive species are abundant (inflammation and tumor sites) Napoli et al, 2004;Rehor et al, 2005;Reddy et al, 2006;Wilson et al, 2010;Mahmoud et al, 2011 Enzyme Regions of high protease expression such as cancerous tissue Olson et al, 2009;Andresen et al, 2010;Whitney et al, 2010;van Duijnhoven et al, 2011;Wong et al, 2011 514 is very effective and in some cases seems also to improve drug resistance . Delivery of nucleic acid therapeutics for gene or siRNA delivery seems to be very promising when delivered using pH-responsive materials.…”

Section: Stimuli-responsive Nanoparticlesmentioning

confidence: 99%

Physical and Chemical Strategies for Therapeutic Delivery by Using Polymeric Nanoparticles

2012

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“…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. 235 …”

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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Toward Photocontrolled Release Using Light-Dissociable Block Copolymer Micelles

Cited by 391 publications

References 23 publications

Fluorescent Dyes Used in Polymer Carriers as Imaging Agents in Anticancer Therapy

Fluorescent Dyes Used in Polymer Carriers as Imaging Agents in Anticancer Therapy

Physical and Chemical Strategies for Therapeutic Delivery by Using Polymeric Nanoparticles

Light-Sensitive Polymeric Nanoparticles Based on Photo-Cleavable Chromophores

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