Easy access to 19 F-labeled nanoparticles for use as MRI contrast probes via self-assembly of fluorinated copolymers synthesized by sequential RAFT polymerization

Muraro, Paulo I. R.; Freitas, Andrea Karla Breunig de; Trindade, Suelen G.; Giacomelli, Fernando C.; Bonvent, Jean-Jacques; Schmidt, Vanessa; Santos, Francisco P. dos; Giacomelli, Cristiano

doi:10.1016/j.jfluchem.2014.10.017

Cited by 11 publications

(5 citation statements)

References 29 publications

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“…24 POEGMA 70 -b-P(OEGMA 10 -co-DEA 47 -co-DPA 47 ) (M n = 59 000 g mol −1 , M w /M n = 1.28) was synthesized by RAFT polymerization in toluene by employing a onepot/two-step approach involving the sequential addition of monomers and 4-cyano-4-[(dodecylsulfanylthiocarbonyl)sulfanyl] pentanoic acid chain transfer agent, as adapted from a recent study by our group. 25 BPEI (M n = 25000 g mol −1 , M w /M n = 2.50) was purchased from Sigma-Aldrich. The molecular structure of the polymer samples is shown in Figure 1.…”

Section: Methodsmentioning

confidence: 99%

“…PEO 113 - b -PDEA 50 ( M n = 14500 g mol –1 , M w / M n = 1.20) was synthesized following the procedure described by Liu et al with adaptations as described in details elsewhere . POEGMA 70 - b -P(OEGMA 10 - co -DEA 47 - co -DPA 47 ) ( M n = 59 000 g mol –1 , M w / M n = 1.28) was synthesized by RAFT polymerization in toluene by employing a one-pot/two-step approach involving the sequential addition of monomers and 4-cyano-4-[(dodecylsulfanylthiocarbonyl)sulfanyl] pentanoic acid chain transfer agent, as adapted from a recent study by our group . BPEI ( M n = 25000 g mol –1 , M w / M n = 2.50) was purchased from Sigma-Aldrich.…”

Section: Methodsmentioning

confidence: 99%

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Gene Transfection Mediated by Catiomers Requires Free Highly Charged Polymer Chains To Overcome Intracellular Barriers

et al. 2017

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The prospective use of the block copolymers poly(ethylene oxide)-b-poly[2-(diethylamino)ethyl methacrylate] (PEO-b-PDEA) and poly[oligo(ethylene glycol)methyl ether methacrylate]-b-poly[oligo(ethylene glycol)methyl ether methacrylate-co-2-(diethylamino)ethyl methacrylate-co-2-(diisopropylamino)ethyl methacrylate] (POEGMA-b-P(OEGMA-co-DEA-co-DPA)) as nonviral gene vectors was evaluated. The polymers are able to properly condense DNA into nanosized particles (R ≈ 75 nm), which are marginally cytotoxic and can be uptaken by cells. However, the green fluorescent protein (GFP) expression assays evidenced that DNA delivery is essentially negligible meaning that intracellular trafficking hampers efficient gene release. Subsequently, we demonstrate that cellular uptake and particularly the quantity of GFP-positive cells are substantially enhanced when the block copolymer polyplexes are produced and further supplemented by BPEI chains (branched polyethylenimine). The dynamic light scattering/electrophoretic light scattering/isothermal titration calorimetry data suggest that such a strategy allows the adsorption of BPEI onto the surface of the polyplexes, and this phenomenon is responsible for increasing the size and surface charge of the assemblies. Nevertheless, most of the BPEI chains remain freely diffusing in the systems. The biological assays confirmed that cellular uptake is enhanced in the presence of BPEI and principally, the free highly charged polymer chains play the central role in intracellular trafficking and gene transfection. These investigations pointed out that the transfection efficiency versus cytotoxicity issue can be balanced by a mixture of BPEI and less cytotoxic agents such as for instance the proposed block copolymers.

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Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Gene Transfection Mediated by Catiomers Requires Free Highly Charged Polymer Chains To Overcome Intracellular Barriers

et al. 2017

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“…Poly(ethylene oxide) 113 - b -poly[2-(diisopropylamino)ethyl methacrylate] 50 (PEO 113 - b -PDPA 50 , M n = 15 700 g·mol –1 , M w / M n = 1.20) and poly(ethylene oxide) 113 - b -poly[2-(diethylamino)ethyl methacrylate] 50 (PEO 113 - b -PDEA 50 , M n = 14 500 g·mol –1 , M w / M n = 1.20) were synthesized following the procedures described by Liu et al with adaptations as described in detail elsewhere . Poly[oligo(ethylene glycol)methyl ether methacrylate] 70 - b -poly[oligo(ethylene glycol)methyl ether methacrylate 10 - co -2-(diethylamino)ethyl methacrylate 47 - co -2-(diisopropylamino)ethyl methacrylate 47 ] (POEGMA 70 - b -P(OEGMA 10 - co -DEA 47 - co -DPA 47 ), M n = 59 000 g·mol –1 , M w / M n = 1.28) and poly[oligo(ethylene glycol)methyl ether methacrylate] 70 - b -poly{oligo(ethylene glycol)methyl ether methacrylate 10 - co -2-methylacrylic acid 2-[(2-(dimethylamino)ethyl)methylamino]ethyl ester 44 } (POEGMA 70 - b -P(OEGMA 10 - co -DAMA 44 ), M n = 49 100 g·mol –1 , M w / M n = 1.38) were synthesized by RAFT polymerization in toluene employing a one-pot/two-step approach involving the sequential addition of monomers and the 4-cyano-4-[(dodecylsulfanylthiocarbonyl)sulfanyl]pentanoic acid chain-transfer agent, as adapted from a recent study by our group . DAMA monomer was synthesized following the exact same procedure reported by Funhoff et al The molecular structure of copolymer samples used in the investigations is shown in Figure .…”

Section: Experimental Sectionmentioning

confidence: 99%

“…27 Poly thiocarbonyl)sulfanyl]pentanoic acid chain-transfer agent, as adapted from a recent study by our group. 28 DAMA monomer was synthesized following the exact same procedure reported by Funhoff et al 29 The molecular structure of copolymer samples used in the investigations is shown in Figure 1. Details of the synthesis procedures and the NMR spectra and GPC chromatograms of all of the polymers are provided in the Supporting Information (Figures S1−S5).…”

Section: Introductionmentioning

confidence: 99%

Efficient Condensation of DNA into Environmentally Responsive Polyplexes Produced from Block Catiomers Carrying Amine or Diamine Groups

et al. 2016

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The intracellular delivery of nucleic acids requires a vector system as they cannot diffuse across lipid membranes. Although polymeric transfecting agents have been extensively investigated, none of the proposed gene delivery vehicles fulfill all of the requirements needed for an effective therapy, namely, the ability to bind and compact DNA into polyplexes, stability in the serum environment, endosome-disrupting capacity, efficient intracellular DNA release, and low toxicity. The challenges are mainly attributed to conflicting properties such as stability vs efficient DNA release and toxicity vs efficient endosome-disrupting capacity. Accordingly, investigations aimed at safe and efficient therapies are still essential to achieving gene therapy clinical success. Taking into account the mentioned issues, herein we have evaluated the DNA condensation ability of poly(ethylene oxide)113-b-poly[2-(diisopropylamino)ethyl methacrylate]50 (PEO113-b-PDPA50), poly(ethylene oxide)113-b-poly[2-(diethylamino)ethyl methacrylate]50 (PEO113-b-PDEA50), poly[oligo(ethylene glycol)methyl ether methacrylate]70-b-poly[oligo(ethylene glycol)methyl ether methacrylate10-co-2-(diethylamino)ethyl methacrylate47-co-2-(diisopropylamino)ethyl methacrylate47] (POEGMA70-b-P(OEGMA10-co-DEA47-co-DPA47), and poly[oligo(ethylene glycol)methyl ether methacrylate]70-b-poly{oligo(ethylene glycol)methyl ether methacrylate10-co-2-methylacrylic acid 2-[(2-(dimethylamino)ethyl)methylamino]ethyl ester44} (POEGMA70-b-P(OEGMA10-co-DAMA44). Block copolymers PEO113-b-PDEA50 and POEGMA70-b-P(OEGMA10-co-DEA47-co-DPA47) were evidenced to properly condense DNA into particles with a desirable size for cellular uptake via endocytic pathways (R(H) ≈ 65-85 nm). The structure of the polyplexes was characterized in detail by scattering techniques and atomic force microscopy. The isothermal titration calorimetric data revealed that the polymer/DNA binding is endothermic; therefore, the process in entropically driven. The combination of results supports that POEGMA70-b-P(OEGMA10-co-DEA47-co-DPA47) condenses DNA more efficiently and with higher thermodynamic outputs than does PEO113-b-PDEA50. Finally, circular dichroism spectroscopy indicated that the conformation of DNA remained the same after complexation and that the polyplexes are very stable in the serum environment.

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“…Living/controlled free radical polymerization, based on reversible addition-fragmentation chain transfer (RAFT) and atom-transfer radical mechanisms (ATRP), yields a rich series of polymeric ligands with controlled molecular weight and narrow polydispersity [25][26][27][28]. Poly(N-vinylpyrrolidone), PVP, a widely known aqueous and non-aqueous soluble polymer is biocompatible with low toxicity [29,30].…”

Section: Introductionmentioning

confidence: 99%

Fluorescent polymeric aggregates induced by Eu3+ ions and their surface morphologies

Wang

Tang

et al. 2015

Optical Materials

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Easy access to 19 F-labeled nanoparticles for use as MRI contrast probes via self-assembly of fluorinated copolymers synthesized by sequential RAFT polymerization

Cited by 11 publications

References 29 publications

Gene Transfection Mediated by Catiomers Requires Free Highly Charged Polymer Chains To Overcome Intracellular Barriers

Gene Transfection Mediated by Catiomers Requires Free Highly Charged Polymer Chains To Overcome Intracellular Barriers

Efficient Condensation of DNA into Environmentally Responsive Polyplexes Produced from Block Catiomers Carrying Amine or Diamine Groups

Fluorescent polymeric aggregates induced by Eu3+ ions and their surface morphologies

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