One-Pot Synthesis of Linear-Hyperbranched Amphiphilic Block Copolymers Based on Polyglycerol Derivatives and Their Micelles

Oikawa, Yurie; Lee, Sueun; Kim, Do-Hyung; Kang, Dae Hwan; Kim, Byeong Su; Saito, Kyohei; Sasaki, Shinji; Oishi, Yoshiyuki; Shibasaki, Yuji

doi:10.1021/bm400275w

Cited by 36 publications

(36 citation statements)

References 39 publications

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“…So far, PG is known to be principally accessible with DB of 0, 60, and 100%. In the course of our study, a new approach for block copolymers appeared that used a linear‐dendritic one‐pot approach similar to the copolymerization reported here . However, the published work focused on the amphiphilic character of the protected copolymer and not the evaluation of the sulfated architectures.…”

Section: Introductionmentioning

confidence: 99%

The Effect of Polyglycerol Sulfate Branching On Inflammatory Processes

Paulus

Schulze

Steinhilber

et al. 2014

Macromolecular Bioscience

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In this study, the extent to which the scaffold architecture of polyglycerol sulfates affects inflammatory processes and hemocompatibility is investigated. Competitive L-selectin binding assays, cellular uptake studies, and blood compatibility readouts are done to evaluate distinct biological properties. Fully glycerol based hyperbranched polyglycerol architectures are obtained by either homopolymerization of glycidol (60% branching) or a new copolymerization strategy of glycidol with ethoxyethyl glycidyl ether. Two polyglycerols with 24 and 42% degree of branching (DB) are synthesized by using different monomer feed ratios. A perfectly branched polyglycerol dendrimer is synthesized according to an iterative two-step protocol based on allylation of the alcohol and subsequent catalytic dihydroxylation. All the polyglycerol sulfates are synthesized with a comparable molecular weight and degree of sulfation. The DB make the different polymer conjugates perform different ways. The optimal DB is 60% in all biological assays.

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Section: Introductionmentioning

confidence: 99%

The Effect of Polyglycerol Sulfate Branching On Inflammatory Processes

Paulus

Schulze

Steinhilber

et al. 2014

Macromolecular Bioscience

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“…These micelles having a hydrophobic core can act as a vehicle for transport and solubility enhancement for anticancer drugs. 258 Up to now different types of linear polymers such as poly(ethoxyethyl glycidylether) 258 25 copolymer have been synthesized with high molecular weight (>45,000 g/mol). 264 Hydrophobic linear part leads to amphiphilic linear-dendritic copolymer with the capability to form unimolecular micelles in aqueous solutions.…”

Section: Polyglycerol Based Linear-dendriticmentioning

confidence: 99%

Polyamidoamine and polyglycerol; their linear, dendritic and linear–dendritic architectures as anticancer drug delivery systems

2015

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Despite immense investigations in the field of cancer diagnosis and therapy in recent decades, cancer is still the major cause of morbidity and mortality all over the world. Recently, with the advancement of nanotechnology, designing and preparation of efficient nano-sized structures having the potential of diagnosis and treatment of cancer have been proposed. Among different types of nano-sized materials, biocompatible polymers are seemed to be innovative tools with huge potential in cancer treatment. Advancement in polymer chemistry 10 55 gene delivery 2-7 , cancer diagnosis and therapy 8-11 , nanocarriers 12, 13 , nanomedicine 14-16 , and biomedical applications.

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“…In a recent work by Oikawa et al the first account of a copolymerization of glycidol with ethoxy ethyl glycidyl ether (EEGE) was published. However, the focus of this work was placed on the amphiphilic character of the protected copolymers, and no detailed characterization of the comonomer incorporation was reported.…”

Section: Introductionmentioning

confidence: 99%

Systematic Variation of the Degree of Branching (DB) of Polyglycerol via Oxyanionic Copolymerization of Glycidol with a Protected Glycidyl Ether and Its Impact on Rheological Properties

Schubert

Schömer

Steube

et al. 2017

Macro Chemistry & Physics

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and a large amount of functional groups with a comparably simple synthesis. The hyperbranched structure of a polymer is characterized by its degree of branching (DB), which can be calculated from the fraction of dendritic (D) and linear (L) units (Equation (1)). [1] = +Control of the branching density of hyperbranched polymers is important both with respect to key properties, such as viscosity, but also with respect to end group functionality. Fundamental work in understanding and quantifying the branching density of hyperbranched polymers was carried out for the AB m -polycondensation approach [1,2] as well as for the self-condensing vinyl polymerization. [3] A review article from 2012 by Higashihara et al. [4] focused on the methodologies to control the DB and summarized recent advances in the synthesis of hyperbranched polymers with a DB of 100% and values between 0% and 100%, mainly by condensation or addition reactions. These methods are based on a concept, in which the rate constants k 1 and k 2 for reaction of the two B-groups of an AB 2 monomer are different. [2] In a theoretical work, it was shown that copolymerizing branching AB m -type monomers with linear AB monomers represents a key strategy to control the degree of branching of hyperbranched polymers. [5] For hyperbranched polyglycerol (hbPG) this translates to the copolymerization of the latent AB 2 monomer glycidol with other epoxides as linear AB comonomers. This has been demonstrated for copolymers of glycidol with ethylene oxide and propylene oxide, leading to hyperbranched materials with glycerol branching points between linear oligo(ethylene glycol) or oligo(propylene glycol) segments. [6,7] In these cases, the DB could be varied between 0.07 and 0.59 with comonomer contents up to 97%. In a recent study, hyperbranched poly(ethylene glycol)-co-(glycerol) copolymers (hbPEGs) have been presented in a broad molecular PolyglycerolsIn an oxyanionic polymerization, glycidol as a latent AB 2 monomer is copolymerized with the protected linear AB glycidyl ether monomer EEGE (ethoxy ethyl glycidyl ether) to generate hyperbranched polyglycerols with an adjustable degree of branching (DB) after deprotection. The DB for the random copolymers is controlled by the comonomer content (10-92% EEGE).

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One-Pot Synthesis of Linear-Hyperbranched Amphiphilic Block Copolymers Based on Polyglycerol Derivatives and Their Micelles

Cited by 36 publications

References 39 publications

The Effect of Polyglycerol Sulfate Branching On Inflammatory Processes

The Effect of Polyglycerol Sulfate Branching On Inflammatory Processes

Polyamidoamine and polyglycerol; their linear, dendritic and linear–dendritic architectures as anticancer drug delivery systems

Systematic Variation of the Degree of Branching (DB) of Polyglycerol via Oxyanionic Copolymerization of Glycidol with a Protected Glycidyl Ether and Its Impact on Rheological Properties

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