• Title/Summary/Keyword: 2-Methacryloyloxyethyl Phosphorylcholine(MPC)

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Protein Absorption and Characterization of Hydrogel Polymer Containing 2-Methacryloyloxyethyl Phosphorylcholine as Additive

  • Kim, Duck-Hyun;Sung, A-Young
    • Journal of Integrative Natural Science
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    • v.9 no.4
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    • pp.249-254
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    • 2016
  • This study evaluated the physical and optical characteristics of hydrophilic ophthalmic polymer with addition of 2-methacryloyloxyethyl phosphorylcholine in the basic hydrogel ophthalmic lens material, and in particular, the utility of 2-methacryloyloxyethyl phosphorylcholine as an ophthalmic contact lens material for ophthalmologic devices was investigated. In this study 2-methacryloyloxyethyl phosphorylcholine were used as additives. For the preparation of hydrogel lens 2-hydroxyethyl methacrylate, methyl methacrylate, acrylic acid and a cross-linker EGDMA were copolymerized in the presence of AIBN as an initiator. The physical properties of the produced polymers were measured as followings. The refractive index of 1.433~1.393, water content of 35.95~53.16%, contact angle of $70.6{\sim}51.24^{\circ}$, UVB transmittance of 81.2~82.4%, UV-B transmittance of 81.2~82.4% and visible transmittance of 91.4~92.2% were obtained. Also, in case of protein absorption, the measurement showed that absorbance of Reference and MPC-10 sample was 0.2598 and 0.2250 respectively. Based on the results of this study, ophthalmic lens material containing 2-methacryloyloxyethyl phosphorylcholine is expected to be used usefully as a material for high wettability and inhibitor of protein adsorption for ophthalmic hydrogel lens.

Preparation and characterization of Poly(2-methacryloyloxyethyl phosphorylcholine/fluorescein O-methacrylate)-coated iron oxide nanoparticles (Poly(2-methacryloyloxyethyl phosphorylcholine/fluorescein O-methacrylate)가 도입된 산화철 나노 입자의 제조 및 발열 특성 연구)

  • Ryu, Sunggon;Cheong, In Woo
    • Journal of Adhesion and Interface
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    • v.19 no.3
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    • pp.106-112
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    • 2018
  • Recently, the hyperthermia treatment of malignant tissues has gained great attention as a biocompatible and benign method that facilitates successful cancer therapy compared to radiation and chemotherapy. In this study, superparamagnetic ($Fe_3O_4$) iron oxide nanoparticles (IONP) coated with biocompatible polymer (IONP@P(MPC/FOM)) for the purpose of hyperthermia treatment were prepared and related characterization were performed. IONPs with having 15 nm diameter were first prepared by coprecipitation and followed by surface modification with 4-cyanopentanoic acid dithiobenzoate (CTP) for reversible addition-fragmentation chain transfer (RAFT) copolymerization by using 2-methacryloyloxyethyl phosphorylcholine (MPC) and fluorescein O-methacrylate (FOM) to form corona layer of P(MPC/FOM) on the surface of the IONP. Transmission electron microscopy (TEM) and dynamic light scattering (DLS) confirmed the morphology and hydrodynamic size of the IONP@P(MPC/FOM) and thermogravimetric analysis (TGA) confirmed the formation of P(MPC/FOM) corona layer, respectively. Exposing IONP dispersion to alternating magnetic field suggests that the IONP@P(MPC/FOM) aqueous dispersion with 0.2 wt.% can be used for hyperthermia treatment.

Phospholipid Polymer, 2-Methacryloyloxyethyl Phosphorylcholine and Its Skin Barrier Function

  • LeeCho, Ae-Ri
    • Archives of Pharmacal Research
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    • v.27 no.11
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    • pp.1177-1182
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    • 2004
  • The effect of poly[2-methacryloyloxyethyl phosphorylcholine] (pMPC) on the skin permeation property was investigated by performing in vitro skin permeation study of a model drug, nicotinic acid (NA). Effect of pMPC polymer in donor solution on skin permeation rates was evaluated using side-by-side diffusion cells. Also, the structural alterations in the stratum corneum (SC), inter-lamellar bilayer (ILB) and dermis layers in pMPC-treated and -untreated skin sections were investigated with transmission electron microscopy (TEM). The permeation profile of NA without pMPC in donor solution showed biphasic mode: initial $1^{st} phase and 2^{nd}$ hydration phase. The sudden, more than 10-fold increase in flux from the initial steady state (43.5 $\mu g/cm^2$/hr) to the $2^{nd}$ hydration phase (457.3 $\mu g/cm^2$/hr) suggests the disruption of skin barrier function due to extensive hydration. The permeation profile of NA with 3% pMPC in the donor solution showed monophasic pattern: the steady state flux (10.9 $\mu g/cm^2$/hr) without abrupt increase of the flux. The degree of NA permeation rate decreased in a concentration-dependent manner of pMPC. TEM of skin equilibrated with water or 2% pMPC for 12 h showed that corneocytes are still cohesive and epidermis is tightly bound to dermis in 2% pMPC-treated skin, while wider separation between corneocytes and focal dilations in inter-cellular spaces were observed in water-treated skin. This result suggests that pMPC could protect the barrier property of the stratum corneum by preventing the disruption of ILB structure caused by extensive skin hydration during skin permeation study.

Enhanced stability of NADH/dehydrogenase mixture system by water-soluble phospholipid polymers

  • Fukazawa, Kyoko;Ishihara, Kazuhiko
    • Biomaterials and Biomechanics in Bioengineering
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    • v.3 no.1
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    • pp.37-46
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    • 2016
  • To maintain activity in a coenzyme/enzyme mixture system, such as ${\beta}$-nicotinamide adenine dinucleotide (NADH)/dehydrogenase, the water-soluble 2-methacryloyloxyethyl phosphorylcholine (MPC) polymers as an additive were synthesized and investigated for their stabilizing function. The inhibitor for the NADH/dehydrogenase reaction was spontaneously formed when the NADH was stored in the dehydrogenase solution. Therefore, we hypothesized that if the additive polymer could interact with an inhibitor without any adverse effect on the dehydrogenase, the activity in the NADH/dehydrogenase mixture could be maintained. We selected lactose dehydrogenase (LDH) as the enzyme, and the NADH was dissolved and incubated at $37^{\circ}C$ in the LDH solution containing the polymers. The phospholipid polymers used in this study were poly(MPC) (PMPC), poly(MPC-co-3-trimethylammonium-2-hydroxypropyl methacrylate chloride) (PMQ) and poly[MPC-co-potassium 3-methacryloyloxypropyl sulfonate ($MSO_3$)] ($PMMSO_3$). The poly($MSO_3$) was used as a reference. For the PMQ and $PMSO_3$ aqueous solutions, the activity of the NADH/LDH mixture system decreased with incubation time as the same level or lower than that in the Tris buffered solution in the absence of the polymers. However, for the poly($MPC-co-MSO_3$) ($PMMSO_3$) aqueous solution, the activity of the NADH/LDH mixed system was six times higher than that in the buffered solution even after a 3-days incubation. The LDH activity was 1.5-1.8 times higher in the presence of the $PMMSO_3$ compared with that in the $PMSO_3$ solution. The mixture of two polymers, poly(MPC) and poly($MSO_3$), did not produce any stabilization. Thus, both the MPC and $MSO_3$ units in the polymer chain had important and cooperative effects for stabilizing the NADH/LDH mixture.

Development of Hydrogel for Decrease Protein Adsorption and Application to Intraocular Lens (단백질흡착 감소용 하이드로겔의 개발 및 인공수정체로의 적용)

  • Ko, Na Young;Lee, Hyun Mee
    • Journal of the Korean Chemical Society
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    • v.62 no.1
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    • pp.30-35
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    • 2018
  • The purpose of this study was to decrease the protein adsorption and improve the function of the hydrophobic acrylic Intraocular lens(IOL). Hydrophobic acrylic intraocular lenses were prepared by using ethyleneglycol phenyletheracrylate (EGPEA), styrene and 2-hydroxyethyl methacrylate (HEMA). Polyvinyl pyrrolidone (PVP) and 2-methacryloyloxyethyl phosphorylcholine (MPC) were used as additives. Water contents, wettability, light transmittance and protein adsorption amount were measured to evaluate the physical properties of the intraocular lens. The water content and wettability of all samples containing additives were increased and the amount of protein adsorption decreased. In particular, samples containing MPC showed a further decrease in protein adsorption. The hydrophobic acrylic intraocular lens with PVP and MPC was found to improve the function of the intraocular lens by reducing the protein adsorption while having basic physical properties.

The Effect of Wettability and Protein Adsorption of Contact Lens by Alginic Acid (알긴산에 의한 콘택트렌즈의 습윤성과 단백질 흡착 효과)

  • Ko, Na Young;Lee, Kyung Mun;Lee, Hyun Mee
    • Journal of the Korean Chemical Society
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    • v.61 no.6
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    • pp.352-358
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    • 2017
  • The addition of alginic acid, a natural polysaccharide, to improve the wettability and the reduction of protein adsorption of hydrogel contact lenses. Hydrogel contact lenses were manufactured with various monomers such as 2-methacryloyloxyethyl phosphorylcholine (MPC) and NVP (N-Vinyl-2-pyrrolidone). Alginic acid was added by by the initial mixing method and the interpenetrating polymer networks(IPN) method. Properties of contact lens such as contact angle, oxygen permeability, and protein adsorption amount were evaluated. The oxygen permeability and wettability of the IPN-treated alginate samples were higher than those of the samples that were not treated with IPN. The physical properties were improved as the concentration of IPN-treated alginic acid increased. Protein adsorption decreased by the addition of alginic acid and further decreased with IPN. In particular, contact lenses containing MPC and NVP significantly decreased protein adsorption. Therefore, the effect of alginate on the functional improvement of contact lens was confirmed.

Water Lubrication System Supported by High-density Hydrophilic Polymer Brush

  • Kobayashi, Motoyasu;Ishihara, Kazuhiko;Takahara, Atsushi;Suzuki, Atsushi;Kaido, Masataka;Zhe, Wang
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.343-343
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    • 2006
  • Surface-initiated atom transfer radical polymerization of 2-methacryloyloxyethyl phosphorylcholine (MPC) was carried out to produce high-density poly(MPC) brush on silicon wafer. Frictional properties of poly(MPC) was investigated by by sliding a glass ball (${\phi}\;10\;nm$) on the substrates over a distance of 20 mm at a sliding velocity of 90 mm/min under loading of 0.49 N at 298 K. Higher friction coefficients were observed in dry N2 atmosphere and in toluene condition, whereas the friction coefficients decreased to 0.02 in humid air and in water. It is supposed that water-swollen poly(MPC) brush works as a lubricant to moderate the interaction between brush and probe.

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Synthesis of New Biocompatible Multi-Functional Textile Finishing Agent

  • Ko, Young-Il;Jung, Chul-Won;Kim, Sung-Hoon;Bae, Jin-Seok
    • Proceedings of the Korean Society of Dyers and Finishers Conference
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    • 2009.03a
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    • pp.160-161
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    • 2009
  • A methacrylate monomer having phospholipid polar group and cell membrane structure is known as highly biocompatible. Based on these properties, new biocompatible multi-functional textile finishing agent was developed using phospolipid copolymer. 2-Methacryloyloxyethyl phosphorylcholine (MPC) was synthesized using 2-hydroxyethyl methacrylate (HEMA), 2-chloro-2-oxo-1,3,2-dioxaphospholane (COP), trimethylamine (TMA) and triethylamine (TEA), and then polymerized to prepare MPC copolymer by radical polymerization using AIBN. The structures of MPC and MPCE were characterized by FTIR and 1H NMR and will be evaluated as textile finishing agent in further study.

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Biocompatibility of Poly(MPC-co-EHMA)/Poly(L-1actide-co-glycolide) Blends

  • Gilson Khang;Park, Myoung-Kyu;Jong M. Rhee;Lee, Sang-Jin;Lee, Hai-Bang;Yasuhiko Iwasaki;Nobuo Nakabayashi;Kazuhiko Ishihara
    • Macromolecular Research
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    • v.9 no.2
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    • pp.107-115
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    • 2001
  • Poly(L-lactide-co-glycolide)(PLGA) was blended with poly[$\omega$-methacryloyloxyethyl phospho-rylcholine-co-ethylhexylmethacrylate (PMEH)] (PLGA/PMEH) to endow with new functionality i.e., to improve the cell-, tissue- and blood-compatibility. The characteristics of surface properties were investigated by measurement of contact angle goniometer, Fourier-transform infrared spectroscopy with attenuated total reflectance (FTIR-ATR) and electron spectroscopy for chemical analysis (ESCA). NIH/3T3 fibroblast and bovine aortic endothelial cell were cultured on control and PLGA/PMEH surfaces for the evaluation of ceil attachment and proliferation in terms of surface functionality such as the concentration of phosphoryl-choline. Also, the behavior of platelet adhesion on PLGA/PMEH was observed in terms of the surface functionality. The contact angles on control and PLGA/PMEH surfaces decreased with increasing PMEH content from 75$^{\circ}$ to about 43$^{\circ}$. It was observed from the FTIR-ATR spectra that phosphorylcholine groups are gradually increased with increasing blended amount of MPC. The experimental P percent values from ESCA analysis were more 3.28∼7.4 times than that of the theoretical P percent for each blend films. These results clearly indicated that the MPC units were concentrated on the surface of PLGA/PMEH blend. The control and PLGA/PMEH films with 0.5 to 10.0 wt% concentration of PMEH were used to evaluate cell adhesion and growth in terms of phosphorylcholine functionality and wettability. Cell adhesion and growth on PLGA/PMEH surfaces were less active than those of control and both cell number decreased with increasing PMEH contents without the effect of surface wettability. It can be explained that the fibronectin adsorption decreased with an increase in the surface density of phosphorylcholine functional group. One can conclude the amount of the protein adsorption and the adhesion number of cells can be controlled and nonspecifically reduced by the introduction with phosphorylcholine group. Morphology of the adhered platelets on the PLGA/PMEH surface showed lower activating than control and the number of adhered platelets on the PLGA/PMEH sample decreased with increasing the phosphorylcholine contents. The amount of fibrinogen adsorbed on the PLGA/PMEH surface demonstrated that the phospholipid polar group played an important role in reducing protein adsorption on the surface. In conclusion, this surface modification technique might be effectively used PLGA film and scaffolds for controlling the adhesion and growth of cell and tissue, furthermore, blood compatibility of the PLGA was improved by blending of the MPC polymer for the application of tissue engineering fields.

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Synthesis of New Phospholipid Biocompatible Textile Finishing Agent

  • Ko, Yong-Il;Yi, Jong-Woo;Kim, Sung-Hoon;Bae, Jin-Seok
    • Textile Coloration and Finishing
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    • v.22 no.4
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    • pp.293-299
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    • 2010
  • A methacrylate monomer having phospholipid polar group and cell membrane structure is known as highly biocompatible. Based on these properties, new biocompatible multi-functional textile finishing agent was developed using phospolipid copolymer. 2-Methacryloyloxyethyl phosphorylcholine (MPCE) was synthesized using 2-hydroxyethyl methacrylate (HEMA), 2-chloro-2-oxo-1,3,2-dioxaphospholane (COP) and triethylamine (TEA), and then polymerized to prepare MPCE copolymer by radical polymerization using azobisisobutyronitrile(AIBN). The structures of MPCE was characterized by FT-IR and 1H NMR and will be evaluated as textile finishing agent in further study.