Preparation of 2-Methacryloyloxyethyl Phosphorylcholine Copolymers with Alkyl Methacrylates and Their Blood Compatibility

Ueda, Toshihisa; Oshida, Hiroko; Kurita, Kimio; Ishihara, Kazuhíko; Nakabayashi, Nobuo

doi:10.1295/polymj.24.1259

Cited by 347 publications

(256 citation statements)

References 20 publications

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“…It has been well known that synthetic polymer materials containing PC group exhibit biocompatibility including blood compatibility (Sugiyama et al, 1995;Ohishi et al, 1997;Gong et al, 2005). Especially, the so-called MPC polymer, which is typically a copolymer of 2-methacryloyloxyethyl phosphorylcholine (MPC) with butyl methacrylate, has been reported as ideal non-thrombogenic and excellent biocompatible materials (Ishihara et al, 1990a(Ishihara et al, , 1990b(Ishihara et al, , 1991Ueda et al, 1992). This polymer was designed based on the inspiration from the outer surface of the cell membrane, i.e.…”

Section: Introductionmentioning

confidence: 99%

Biocompatible Polyamides and Polyurethanes Containing Phospholipid Moiety

Yu¹,

Horiguchi²

2011

Biomedical Engineering - Frontiers and Challenges

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Section: Introductionmentioning

confidence: 99%

Biocompatible Polyamides and Polyurethanes Containing Phospholipid Moiety

Yu¹,

Horiguchi²

2011

Biomedical Engineering - Frontiers and Challenges

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“…The phosphorylcholine group of 2-(methacryloyloxy)ethyl phosphorylcholine (MPC) is a component of cell membranes [1,2]. MPC can be polymerized with other vinyl monomers, and the properties and functions of MPC polymers can be controlled by changing comonomers.…”

Section: Introductionmentioning

confidence: 99%

Thermo-Responsive and Biocompatible Diblock Copolymers Prepared via Reversible Addition-Fragmentation Chain Transfer (RAFT) Radical Polymerization

et al. 2014

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Poly(2-(methacryloyloxy)ethyl phosphorylcholine)-b-poly(N,N-diethyl acrylamide) (PMPC m -PDEA n ) was synthesized via reversible addition-fragmentation chain transfer (RAFT) controlled radical polymerization. Below, the critical aggregation temperature (CAT) the diblock copolymer dissolved in water as a unimer with a hydrodynamic radius (R h ) of ca. 5 nm. Above the CAT the diblock copolymers formed polymer micelles composed of a PDEA core and biocompatible PMPC shells, due to hydrophobic self-aggregation of the thermo-responsive PDEA block. A fluorescence probe study showed that small hydrophobic small guest molecules could be incorporated into the core of the polymer micelle above the CAT. The incorporated guest molecules were released from the core into the bulk aqueous phase when the temperature decreased to values below the CAT because of micelle dissociation.

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“…Moreover, MPC has a phosphorylcholine moiety, which should improve the biocompatibility and water solubility of the copolymers. 31 The behavior of the copolymers in cells was observed by confocal fluorescence microscopy, and the results revealed that poly (HMA-co-MPC) became localized in specific organelles such as the ER and the Golgi apparatus. Moreover, despite its amphiphilic structure, poly(HMA-co-MPC) did not exhibit cytotoxicity.…”

Section: Introductionmentioning

confidence: 99%

Physicochemical delivery of amphiphilic copolymers to specific organelles

Kojima

Kasuya

Ishihara

et al. 2011

Polym J

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In this study, a novel polymer material was introduced into cells and was delivered to specific organelles. Various fluorescently labeled copolymers of 2-methacryloyloxyethylphosphorylcholine (MPC) and alkyl methacrylates, such as n-hexyl methacrylate (HMA), n-dodecyl methacrylate (DMA) and stearyl methacrylate (SMA), were synthesized. HeLa cells were treated with the copolymers and subsequently observed by confocal fluorescence microscopy. The results indicated that the localization behavior of the copolymers was dependent on their structure. For instance, poly(HMA-co-MPC) was non-cytotoxic and was localized in specific cellular organelles such as the endoplasmic reticulum. In contrast, poly(DMA-co-MPC) was cytotoxic and was partially transported to specific organelles. Poly(SMA-co-MPC) hardly entered the cells. The mechanism of delivery and structure-function relationships of the copolymers are also discussed.

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Preparation of 2-Methacryloyloxyethyl Phosphorylcholine Copolymers with Alkyl Methacrylates and Their Blood Compatibility

Cited by 347 publications

References 20 publications

Biocompatible Polyamides and Polyurethanes Containing Phospholipid Moiety

Biocompatible Polyamides and Polyurethanes Containing Phospholipid Moiety

Thermo-Responsive and Biocompatible Diblock Copolymers Prepared via Reversible Addition-Fragmentation Chain Transfer (RAFT) Radical Polymerization

Physicochemical delivery of amphiphilic copolymers to specific organelles

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