Dual pH- and temperature-responsive RAFT-based block co-polymer micelles and polymer–protein conjugates with transient solubility

Zhang, Qilu; Vanparijs, Nane; Louage, Benoit; Geest, Bruno G. De; Hoogenboom, Richard

doi:10.1039/c3py00971h

Cited by 60 publications

(64 citation statements)

References 28 publications

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“…In the past decades, stimuli–responsive polymeric micelles that respond to temperature, pH, light, or reductant have been extensively investigated due to their great potential applications in, that is, sensors, diagnostics, biotechnology, robotic systems, templates, and drug delivery . Among these systems, light‐responsive micelles have attracted great interests due to the possibility of remote‐controlling of its light‐responsive behavior .…”

Section: Introductionmentioning

confidence: 99%

Preparation of quadruple responsive polymeric micelles combining temperature‐, pH‐, redox‐, and UV‐responsive behaviors and its application in controlled release system

Dong

Huo

et al. 2018

J of Applied Polymer Sci

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A novel series of quadruple responsive copolymers, poly(ethylene glycol)‐ss‐[poly(dimethylaminoethyl methacrylate)‐co‐poly(2‐nitrobenzyl methacrylate)] [PEG‐ss‐(PDMAEMA‐co‐PNBM)], were synthesized via atom transfer radical polymerization mediated by home‐made PEG‐based macro‐initiator labeled with disulfides. The obtained copolymers could self‐assemble in aqueous solution forming micelles with the disulfide bridge linking the hydrophilic coronas (PEG) and the hydrophobic cores (PDMAEMA‐co‐PNBM). Investigation on the resulted micelles indicated that the micelles could respond to various stimuli, that is, temperature, pH, the presence of dithiothreitol (DTT), and UV irradiation. Moreover, the responsive behavior of the micelles depends on the type of stimuli, that is, temperature change causes size change of the micelles, while UV irradiation leads to dissolution of the self‐assembled structures. Such stimulus‐dependent responsive behavior could be applied in smart materials that deal with multi‐tasks or in the construction of complex logic gate. The potential application of the multi‐responsive micelles in cargo release system was also evaluated using Nile Red (NR) as model molecule. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018, 135, 46675.

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Section: Introductionmentioning

confidence: 99%

Preparation of quadruple responsive polymeric micelles combining temperature‐, pH‐, redox‐, and UV‐responsive behaviors and its application in controlled release system

Dong

Huo

et al. 2018

J of Applied Polymer Sci

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“…Scheme presents the synthetic strategy to target homo‐ and block copolymers based on SKA and NIPAAm by RAFT polymerization. Since only a few publications are currently available referring to the RAFT synthesis of PSKA, we looked for RAFT agents (CTA 1–3, Scheme ) to test their efficiency and find out the optimal polymerization conditions . The proper selection of the RAFT agent for SKA is crucial to target well‐defined polymers.…”

Section: Resultsmentioning

confidence: 99%

“…Subsequent chemical modification of the dioxolane moieties to aldehyde groups showed no adverse effects in terms of degradation of the copolymer and proved the advantage of the current synthesis over direct copolymerization of aldehyde‐based monomers . Via a smart combination of temperature‐responsive and acid labile acetal monomers, copolymers are obtained with à la carte lower critical solution temperature behavior . The incorporation of SKA leads to acid‐degradable temperature‐responsive polymers that are quickly hydrolyzed under slightly acidic conditions but stable at pH 7.4 or during storage .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Amphiphilic Block Copolymers Based on SKA by RAFT Polymerization

Picker

Schneider

et al. 2017

Macro Chemistry & Physics

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Temperature‐sensitive amphiphilic block copolymers of 2,2‐dimethyl‐1,3‐dioxolan‐4‐yl‐methyl acrylate (solketal acrylate, SKA) and N‐isopropyl acrylamide (NIPAAm) have been prepared via reversible addition‐fragmentation chain transfer radical polymerization (RAFT). A kinetics study of SKA polymerization is performed in order to find a compatible RAFT chain transfer agents (CTA) and versatile polymerization conditions for the synthesis of well‐defined poly(2,2‐dimethyl‐1,3‐dioxolan‐4‐yl‐methyl acrylate) (PSKA). Depending on the RAFT‐CTA and the reaction time, PSKA with molar masses up to 5700 g mol−1 and dispersity values as low as 1.1 could be prepared. Additionally, the end group distribution of PSKA is investigated via electrospray ionization‐ion mobility separation–mass spectrometry. The chain extensions of the homopolymers for the second block of NIPAAm are analyzed with size‐exclusion chromatography. Amphiphilic block copolymers are obtained after hydrolysis of hydrophobic PSKA block to target hydrophilic poly(2,3‐dihydroxypropyl acrylate) block.

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“…88 Simple redox activity of the ferrocene/ferrocenium ion pair has been used by Kuramoto and Shishido to shift the cloud point of a variety of thermo-responsive polymers isothermally. 99 Monteiro and co-workers have devised a clever hydrolysis-based degradation strategy to disassemble nanoparticles within a predetermined timeframe (Figure 9). When in its reduced form, ferrocene could interact with βcyclodextrin (β-CD), increasing the LCST due to disruptions in hydrophobic associations between ferrocene side groups.…”

Section: (Iii) Triggering An "Isothermal" Response Via Side-chain/submentioning

confidence: 99%

Towards being genuinely smart: ‘isothermally-responsive’ polymers as versatile, programmable scaffolds for biologically-adaptable materials

Phillips

Gibson

2015

Polym. Chem.

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Responsive polymers have found diverse application across polymer, biomaterials, medical, sensing and engineering fields. Despite many years of study, this has focussed mainly on those polymers which undergo thermally-induced changes -either a lower, or upper critical solution temperature. To rival the adaptability of Nature's macromolecules, polymers must respond in a 'smarter' way to other triggers such as enzymes, biochemical gradients, ion concentration or metabolites, to name a few. Here we review the concept of 'isothermal' responses where core thermoresponsive polymers are chemically engineered such that they undergo their useful response (such as coil-globule transition, cell uptake or cargo release) but at constant temperature. This is achieved by consideration of their phase diagram where solubility can be changed by small structural changes to the end-group, side-chain/substituents or through main chain modification/binding. The current state-of-the-art is summarised here.

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Dual pH- and temperature-responsive RAFT-based block co-polymer micelles and polymer–protein conjugates with transient solubility

Cited by 60 publications

References 28 publications

Preparation of quadruple responsive polymeric micelles combining temperature‐, pH‐, redox‐, and UV‐responsive behaviors and its application in controlled release system

Preparation of quadruple responsive polymeric micelles combining temperature‐, pH‐, redox‐, and UV‐responsive behaviors and its application in controlled release system

Synthesis of Amphiphilic Block Copolymers Based on SKA by RAFT Polymerization

Towards being genuinely smart: ‘isothermally-responsive’ polymers as versatile, programmable scaffolds for biologically-adaptable materials

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