Dextran based photodegradable hydrogels formed via a Michael addition

Peng, Ke; Tomatsu, Itsuro; Broek, Bram van den; Cui, Chao; Korobko, Alexander V.; Noort, John van; Meijer, Annemarie H.; Spaink, Herman P.; Kros, Alexander

doi:10.1039/c1sm05291h

Cited by 112 publications

(79 citation statements)

References 54 publications

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“…57 As is known, extremely high momentary intensity as provided by pulsed laser light is necessary for all nonlinear optical phenomena including TPA, which cannot be obtained by continuous wave (CW) illumination with the same average power. 32,58 For this purpose, as a control experiment, the same reaction was performed also with CW irradiation, and as expected, no photoreaction was observed in this condition. This supports our claim that the immobilized NVOC conjugated polymersomes showed TPA induced photoreactions triggered by harmless IR light.…”

Section: ■ Results and Discussionmentioning

confidence: 80%

Immobilized Multifunctional Polymersomes on Solid Surfaces: Infrared Light-Induced Selective Photochemical Reactions, pH Responsive Behavior, and Probing Mechanical Properties under Liquid Phase

İyisan

Janke

Reichenbach³

et al. 2016

ACS Appl. Mater. Interfaces

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Fixing polymersomes onto surfaces is in high demand not only for the characterization with advanced microscopy techniques but also for designing specific compartments in microsystem devices in the scope of nanobiotechnology. For this purpose, this study reports the immobilization of multifunctional, responsive, and photo-cross-linked polymersomes on solid substrates by utilizing strong adamantane-β-cyclodextrin host-guest interactions. To reduce nonspecific binding and retain better spherical shape, the level of attractive forces acting on the immobilized polymersomes was tuned through poly(ethylene glycol) passivation as well as decreased β-cyclodextrin content on the corresponding substrates. One significant feature of this system is the pH responsivity of the polymersomes which has been demonstrated by swelling of the immobilized vesicles at acidic condition through in situ AFM measurements. Also, light responsivity has been provided by introducing nitroveratryloxycarbonyl (NVOC) protected amine molecules as photocleavable groups to the polymersome surface before immobilization. The subsequent low-energy femtosecond pulsed laser irradiation resulted in the cleavage of NVOC groups on immobilized polymersomes which in turn led to free amino groups as an additional functionality. The freed amines were further conjugated with a fluorescent dye having an activated ester that illustrates the concept of bio/chemo recognition for a potential binding of biological compounds. In addition to the responsive nature, the mechanical stability of the analyzed polymersomes was supported by computing Young's modulus and bending modulus of the membrane through force curves obtained by atomic force microscopy measurements. Overall, polymersomes with a robust and pH-swellable membrane combined with effective light responsive behavior are promising tools to design smart and stable compartments on surfaces for the development of microsystem devices such as chemo/biosensors.

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Section: ■ Results and Discussionmentioning

confidence: 80%

Immobilized Multifunctional Polymersomes on Solid Surfaces: Infrared Light-Induced Selective Photochemical Reactions, pH Responsive Behavior, and Probing Mechanical Properties under Liquid Phase

İyisan

Janke

Reichenbach³

et al. 2016

ACS Appl. Mater. Interfaces

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“…Kros and colleagues copolymerized dextran functionalized with acrylate-modified o -nitrobenzyl moieties and dithiolated PEG via a Michael addition reaction. Triggered release of protein was demonstrated using green fluorescent protein (GFP) as a model molecule[53]. A photoresponsive acrylated ortho-nitrobenzylether (o-NBE) was also conjugated to fluorescein and incorporated into a PEG hydrogel to yield a photoreleasable drug mimic.…”

Section: User-controlled Mechanisms To Elicit Dynamic Responsesmentioning

confidence: 99%

Hydrogels in healthcare: From static to dynamic material microenvironments

Kirschner¹,

Anseth²

2013

Acta Materialia

207

161

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Advances in hydrogel design have revolutionized the way biomaterials are applied to address biomedical needs. Hydrogels were introduced in medicine over 50 years ago and have evolved from static, bioinert materials to dynamic, bioactive microenvironments, which can be used to direct specific biological responses such as cellular ingrowth in wound healing or on-demand delivery of therapeutics. Two general classes of mechanisms, those defined by the user and those dictated by the endogenous cells and tissues, can control dynamic hydrogel microenvironments. These highly tunable materials have provided bioengineers and biological scientists with new ways to not only treat patients in the clinic but to study the fundamental cellular responses to engineered microenvironments as well. Here, we provide a brief history of hydrogels in medicine and follow with a discussion of the synthesis and implementation of dynamic hydrogel microenvironments for healthcare-related applications.

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“…Applying this approach to ab iological context, we demonstrated the light-directed spatiotemporal control of liposome accumulation at prefunctionalized cellular membranes in vitro.I ts hould be noted that no phototoxicity,w hich could arise from the use of UV-A (365 nm) light, was observed in cell experiments.Inany event, potential issues of phototoxicity can largely be alleviated through the use of longer-wavelength, two-photon excitation sources,t o which ortho-nitrobenzyl moieties are also photosensitive. [15] Likewise,w hereas UV-A light suffers from poor tissue penetration, the use of two-photon excitation sources enables light activation at tissue depths of up to 1cm. In conclusion, the general method described here holds significant promise towards non-invasive,u ser-defined, vector-based drug and gene delivery both in vitro and in vivo.…”

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confidence: 99%

Temporal Control of Membrane Fusion through Photolabile PEGylation of Liposome Membranes

et al. 2015

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Membrane fusion results in the transport and mixing of (bio)molecules across otherwise impermeable barriers. In this communication, we describe the temporal control of targeted liposome-liposome membrane fusion and contents mixing using light as an external trigger. Our method relies on steric shielding and rapid, photoinduced deshielding of complementary fusogenic peptides tethered to opposing liposomal membranes. In an analogous approach, we were also able to demonstrate precise spatiotemporal control of liposome accumulation at cellular membranes in vitro.

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Dextran based photodegradable hydrogels formed via a Michael addition

Cited by 112 publications

References 54 publications

Immobilized Multifunctional Polymersomes on Solid Surfaces: Infrared Light-Induced Selective Photochemical Reactions, pH Responsive Behavior, and Probing Mechanical Properties under Liquid Phase

Immobilized Multifunctional Polymersomes on Solid Surfaces: Infrared Light-Induced Selective Photochemical Reactions, pH Responsive Behavior, and Probing Mechanical Properties under Liquid Phase

Hydrogels in healthcare: From static to dynamic material microenvironments

Temporal Control of Membrane Fusion through Photolabile PEGylation of Liposome Membranes

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