Assessment of new biocompatible Poly(N-(morpholino)ethyl methacrylate)-based copolymers by transfection of immortalized keratinocytes

Overstraeten-Schlögel, Nancy Van; Shim, Yong Ho; Tevel, Virginie; Piel, Géraldine; Piette, Jacques; Dubois, Philippe; Raes, Martine

doi:10.3109/10717544.2011.649219

Cited by 9 publications

(6 citation statements)

References 42 publications

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“…Its copolymer shows good biocompatibility, low toxicity, and has been used in drug delivery systems [30,31]. However, the neutralization behavior of its polymers has not been investigated when basic monomers are used as co-monomers in dentin adhesive formulations.…”

Section: Discussionmentioning

confidence: 99%

“…As reported, the neutralization and physicochemical properties were measured based on tertiary amine monomers, linear polymers or low crosslinking density polymers (hydrogel) [26–28,30,31]. The neutralization behavior of amine-containing dentin adhesive copolymer has not been investigated systematically and the composition-structure-properties relationship of this kind of functionalized adhesive has not been studied before.…”

Section: Introductionmentioning

confidence: 99%

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Compositional design and optimization of dentin adhesive with neutralization capability

Song

et al. 2015

Journal of Dentistry

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Objectives The objective of this work was to investigate the polymerization behavior, neutralization capability, and mechanical properties of dentin adhesive formulations with the addition of the tertiary amine co-monomer, 2-N-morpholinoethyl methacrylate (MEMA). Methods A co-monomer mixture based on HEMA/BisGMA (45/55, w/w) was used as a control adhesive. Compared with the control formulation, the MEMA-containing adhesive formulations were characterized comprehensively with regard to water miscibility of liquid resin, water sorption and solubility of cured polymer, real-time photopolymerization kinetics, dynamic mechanical analysis (DMA), and modulated differential scanning calorimetry (MDSC). The neutralization capacity was characterized by monitoring the pH shift of 1 mM lactic acid (LA) solution, in which the adhesive polymers were soaked. Results With increasing MEMA concentrations, experimental copolymers showed higher water sorption, lower glass transition temperature and lower crosslinking density compared to the control. The pH values of LA solution gradually increased from 3.5 to about 6.0–6.5 after 90 days. With the increase in crosslinking density of the copolymers, the neutralization rate was depressed. The optimal MEMA concentration was between 20 and 40 wt%. Conclusions As compared to the control, the results indicated that the MEMA-functionalized copolymer showed neutralization capability. The crosslinking density of the copolymer networks influenced the neutralization rate.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Compositional design and optimization of dentin adhesive with neutralization capability

Song

et al. 2015

Journal of Dentistry

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“…As we show below, endosomal release can be very inefficient (19,25,29,30) and can effectively prevent the delivery of some endocytosed cargos to the cytosol. Given this roadblock to delivery, various approaches based on physical or osmotic lysis of endosomes have been tested to increase the efficiency of endosomal release postuptake (22,29,(31)(32)(33)(34). Still, despite significant efforts over the last two decades, the highly cationic cell-penetrating peptides have yet to achieve their potential as delivery vehicles in the laboratory or in the clinic.…”

mentioning

confidence: 99%

Direct Cytosolic Delivery of Polar Cargo to Cells by Spontaneous Membrane-translocating Peptides

He¹,

Kauffman²,

Fuselier³

et al. 2013

Journal of Biological Chemistry

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Background: Spontaneous membrane-translocating peptides were discovered by screening in synthetic lipid vesicles. Results: The translocating peptides carry membrane-impermeant cargos directly across cell membranes and drive systemic biodistribution in small animals. Conclusion: These peptides constitute a new class of delivery vehicle for membrane-impermeant cargos. Significance: Spontaneous membrane-translocating peptides could expand the universe of useful drugs.

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“…Previous studies showed that poly(morpholine ethyl methacrylate) (PMEMA) possesses a pK a of 4.9 and displays molar mass-dependent LCST at pH 7 and higher [17,18]. PMEMA and PTHOXMA are interesting pH-responsive platforms since their pK a is below 7.4 and they thus remain neutral at physiological conditions [8].…”

Section: Introductionmentioning

confidence: 99%

Stimuli-Responsive Thiomorpholine Oxide-Derived Polymers with Tailored Hydrophilicity and Hemocompatible Properties

et al. 2022

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Thermo-responsive hydrophilic polymers, including those showing tuneable lower critical solution temperature (LCST), represent a continuous subject of exploration for a variety of applications, but particularly in nanomedicine. Since biological pH changes can inform the organism about the presence of disequilibrium or diseases, the development of dual LCST/pH-responsive hydrophilic polymers with biological potential is an attractive subject in polymer science. Here, we present a novel polymer featuring LCST/pH double responsiveness. The monomer ethylthiomorpholine oxide methacrylate (THOXMA) can be polymerised via the RAFT process to obtain well-defined polymers. Copolymers with hydroxyethyl methacrylate (HEMA) were prepared, which allowed the tuning of the LCST behaviour of the polymers. Both, the LCST behaviour and pH responsiveness of hydrophilic PTHOXMA were tested by following the evolution of particle size by dynamic light scattering (DLS). In weak and strong alkaline conditions, cloud points ranged between 40–60 °C, while in acidic medium no LCST was found due to the protonation of the amine of the THOX moieties. Additional cytotoxicity assays confirmed a high biocompatibility of PTHOXMA and haemolysis and aggregation assays proved that the thiomorpholine oxide-derived polymers did not cause aggregation or lysis of red blood cells. These preliminary results bode well for the use of PTHOXMA as smart material in biological applications.

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Assessment of new biocompatible Poly(N-(morpholino)ethyl methacrylate)-based copolymers by transfection of immortalized keratinocytes

Cited by 9 publications

References 42 publications

Compositional design and optimization of dentin adhesive with neutralization capability

Compositional design and optimization of dentin adhesive with neutralization capability

Direct Cytosolic Delivery of Polar Cargo to Cells by Spontaneous Membrane-translocating Peptides

Stimuli-Responsive Thiomorpholine Oxide-Derived Polymers with Tailored Hydrophilicity and Hemocompatible Properties

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