Fabrication of pH‐ and Thermoresponsive Three‐Layered Micelles via Host–Guest Interactions

Zhang, Jingyan; Zhou, Haijun; Líu, Hao; Hu, Jinming; Liu, Shiyong

doi:10.1002/marc.201700225

Cited by 9 publications

(6 citation statements)

References 37 publications

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“…In addition, block copolymers can form the nanoscaled assemblies with specified morphologies (e.g., spherical, worm-like micelles, vesicles) in selective solvent . If the degree of hydrophilicity of a given block is altered with temperature, the morphology and structure of polymer assemblies can change significantly in the thermally induced phase transition. − On the contrary, T cp of thermoresponsive polymers is also influenced by the morphological and structural changes of supramolecular assemblies. − Control over the morphology and microstructure of supramolecular assemblies of thermoresponsive polymers is effective for tuning their thermoresponsivity and T cp . Gibson et al .…”

Section: Introductionmentioning

confidence: 99%

Thermoresponsivity, Micelle Structure, and Thermal-Induced Structural Transition of an Amphiphilic Block Copolymer Tuned by Terminal Multiple H-Bonding Units

et al. 2020

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Constructing noncovalent interactions has been a benign method to tune the stimuli responsivity and assembled structure of polymers in solution; this is essential for controlling the functions and properties of stimuli-responsive materials. Herein, we demonstrate a novel supramolecular strategy to manipulate the cloud point (T cp) and assembled structure of thermoresponsive polymers in solution by using H-bonding interactions. We use poly(lactide-co-glycolide)-b-poly(ethylene glycol)-b- poly(lactide-co-glycolide) (PLGA–PEG–PLGA) as a model thermoresponsive polymer and functionalize its chain terminals by the self-complementary quadruple H-bonding motif, 2-ureido-4[1H]-pyrimidinone (UPy). UPy end functionalization and increasing PLGA block length decrease the T cp of copolymer. Both UPy- and nonfunctionalized copolymers form the spherical micelles at low temperature. They undergo the intermicellar aggregation and form large compound micelles during heating; this thermally induced structural transition causes the presence of T cp. Due to the UPy–UPy H-bonding interactions, UPy end functionalization leads to more copolymer chains to associate in one micelle, thus, enhancing the hydrodynamic, gyration radii, core size, as well as the packing density of PLGA in micelle core and grafting density of PEG on core–shell interface. The decreased T cp of UPy-functionalized copolymer stemmed from the stronger intermicellar attractions at high temperature. Furthermore, UPy-functionalized copolymers exhibit higher drug loading content, slower drug release rate, and better separation efficiency in removing the hydrophobic substances from water than PLGA–PEG–PLGA precursors.

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Section: Introductionmentioning

confidence: 99%

Thermoresponsivity, Micelle Structure, and Thermal-Induced Structural Transition of an Amphiphilic Block Copolymer Tuned by Terminal Multiple H-Bonding Units

et al. 2020

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“…Based on the above mentioned poly((meth)acrylate)s, various copolymers containing one or more thermoresponsive segments have been prepared and their thermoresponsive self‐assembly to form micelles or aggregates have been reported. [ 113–119 ] This is not further discussed in the present review.…”

Section: Thermoresponsive Polymers Based On Tertiary Amine Moietiesmentioning

confidence: 95%

Thermoresponsive Polymers Based on Tertiary Amine Moieties

Pang

Zhang

2021

Macromol. Rapid Commun.

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Thermoresponsive polymers exhibiting unique reversible phase transition properties in aqueous solution in response to temperature stimuli have been extensively investigated. In the past two decades, thermoresponsive polymers based on tertiary amine moieties have achieved considerable progress and become an important family of thermoresponsive polymers, including tertiary amine functionalized poly((meth)acrylamide)s, poly((meth)acrylate)s, poly(styrene)s, poly(vinyl alcohol)s, and poly(ethylene oxide)s, which exhibit lower critical solution temperature and/or upper critical solution temperature in water or aliphatic alcohols. Their phase transition behavior can be modulated by the solution pH and CO2 due to the protonation of tertiary amine moieties in acidic condition and deprotonation in alkaline condition and the charged ammonium bicarbonate formed by the tertiary amine moieties and CO2. The aim of this review is to summarize the recent progress in the thermoresponsive polymers based on tertiary amine moieties.

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“…In the last decade, stimulus-responsive polymeric micelles have been explored as targeted nanocarriers in drug controlled release systems. They can not only solubilize insoluble drugs but also target loaded drugs to diseased cells under internal or external stimuli such as temperature, 1,2 light, 3,4 pH 5,6 and enzymes etc. to avoid or minimize the side-effects of drugs and improve the therapeutic efficacy of drugs.…”

Section: Introductionmentioning

confidence: 99%

Cathepsin B and thermal dual‐stimuli responsive linear‐dendritic block copolymer micelles for anticancer drug delivery

Song

Wei

et al. 2021

Polymer International

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In this study, two linear poly(N-vinylcaprolactam)s (PNVCLs) with different molecular weights were first synthesized as polymeric supporters by reversible addition-fragmentation chain transfer polymerization and then were used to prepare cathepsin B and thermal dual-stimuli responsive amphiphilic linear-dendritic block copolymers (LDBCs) PNVCL n -b-D(Phe-Lys) 1-3 (n = 66, 100) with linear PNVCL and dendritic phenylalanyl-lysine (Phe-Lys) dipeptides via stepwise peptide chemistry. The copolymers were characterized by 1 H NMR spectra and gel permeation chromatography and exhibited a controlled molecular weight and a narrow molecular weight distribution (polydispersity index ≤ 1.27). They self-assemble into stable micelles at relatively low critical micelle concentrations (0.007-0.019 mg mL −1 ) in aqueous solution. These micelles are capable of dissociating to release the encapsulated anticancer drug doxorubicin upon cathepsin B treatment. The doxorubicin release rates from PNVCL n -b-D (Phe-Lys) 1-3 micelles decreased with increasing generation of Phe-Lys dipeptide dendrons and decreasing molecular weight of PNVCL. In addition, the lower critical solution temperatures of the copolymers increased with an extension of the enzyme incubation time. The results of in vitro cytotoxicity and cell uptake experiments showed that LDBCs show no cytotoxicity even at a high LDBC concentration of 0.4 mg mL −1 and the drug-loaded micelles can be enriched in tumor cells. Such smart copolymers could be efficiently used in targeted therapy systems.

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Fabrication of pH‐ and Thermoresponsive Three‐Layered Micelles via Host–Guest Interactions

Cited by 9 publications

References 37 publications

Thermoresponsivity, Micelle Structure, and Thermal-Induced Structural Transition of an Amphiphilic Block Copolymer Tuned by Terminal Multiple H-Bonding Units

Thermoresponsivity, Micelle Structure, and Thermal-Induced Structural Transition of an Amphiphilic Block Copolymer Tuned by Terminal Multiple H-Bonding Units

Thermoresponsive Polymers Based on Tertiary Amine Moieties

Cathepsin B and thermal dual‐stimuli responsive linear‐dendritic block copolymer micelles for anticancer drug delivery

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