• Title/Summary/Keyword: Zwitter ion

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Grafting and Characterization of Zwitter Ionic Poly(ethylene glycol) on Gold-Coated Nitinol Surface Chemisorbed with L-Cysteine (시스틴으로 화학흡착된 금 코팅 니티놀 표면에 앙쪽성 이온 폴리에틸렌글리콜의 그래프트 및 특성 평가)

  • Shin, Hong-Sub;Park, Kwi-Deok;Kim, Jae-Jin;Kim, Ji-Heung;Han, Dong-Keun
    • Polymer(Korea)
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    • v.33 no.1
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    • pp.84-90
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    • 2009
  • Nitinol alloy (TiNi) has been widely used in vascular stents. To improve the blood compatibility of Nitinol alloy, its surface was chemically modified in this study. Nitinol was first coated with gold, then chemisorbed with L-cysteine (C/N), and followed by grafting of zwitter ionic poly(ethylene glycol) (PEG) (PEG-$N^+-SO_3{^-}$) to produce TiNi-C/N-PEG-N-S. The zwitter ionic PEG grafted on the Nitinol surface was identified by ATR-FTIR, ESCA and SEM. The hydrophilized surface was proven by the decrease of water contact angle. In addition, from the blood compatibility tests such as protein adsorption, platelet adhesion, and blood coagulation time, the surface-modified TiNi alloy exhibited a better blood compatibility as compared to the untreated Nitinol control. These results indicated a feasibility of synergistic effect of hydrophilic PEG and antithrombotic zwitter ion.

Thermochromism of Spiropyran and Spirooxazine Derivatives (Spiropyran과 Spirooxazine 유도체의 열변색 현상)

  • Yoon Sang Lee;Jong Gyu Kim;Young Duk Huh;Myoung Kun Kim
    • Journal of the Korean Chemical Society
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    • v.38 no.12
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    • pp.864-872
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    • 1994
  • Absorption spectra of thermochromic spiropyran and spirooxazine derivatives were investigated. The effects of solvent polarity on the absorption spectra indicate that the merocyanine-like form of non-substituted spiro compound is likely to the quinoid type. However, the merocyanine-like form of electron-withdrawing substituted spiro compound is likely to the zwitter-ion type. The enthalpy changes between the closed and merocyanine-like forms were measured. The enthalpy change of spiro compound decreases as the solvent polarity increases. The UV-Vis spectrum of merocyanine-like form was resolved into three Lorentzian-Gaussian product bands. The solvent dependence of the amount of the three band was also examined.

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Microwave-assisted Preparation, Structures, and Photoluminescent Properties of [Ln(NO3)2(H2O)3(L)2](NO3)(H2O) {Ln=Tb, Eu;L=2-(4-pyridylium)ethanesulfonate, (4-pyH)+-CH2CH2-SO3-}

  • Zheng, Zhen Nu;Lee, Soon-W.
    • Bulletin of the Korean Chemical Society
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    • v.32 no.6
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    • pp.1859-1864
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    • 2011
  • Two lanthanide complexes, $[Ln(NO_3)_2(H_2O)_3(L)_2](NO_3)(H_2O)$ {Ln = Eu (1), Tb (2); L = 2-(4-pyridylium)-ethanesulfonate, $(4-pyH)^+-CH_2CH_2-SO_3^-)$}, were prepared from lanthanide nitrate and 4-pyridineethanesulfonic acid in $H_2O$ under microwave-heating conditions. Complexes 1 and 2 are isostructural, and the lanthanide metal in both complexes is coordinated to nine oxygen atoms. The pyridyl nitrogen in the ligand is protonated to give a zwitter ion that possesses an $NH^+$ (pyridyl) positive end and an $SO_3^-$ negative end. All O-H and N-H hydrogen atoms participate in hydrogen bonds to generate a two-dimensional (complex 1) or a three-dimensional network (complex 2). Complex 1 exhibits an intense red emission, whereas complex 2 exhibits an intense green emission in the solid state at room temperature.

Solvent Effects on the Nucleophilc Addition (I) Effect of Solvent Polarity on the Nucleophilic Addition of Amine to Phenylvinylketone (친핵성 첨가반응에 대한 용매효과 (I) Phenylvinylketone에 대한 아민의 첨가반응속도에 미치는 용매의 극성효과)

  • Gap-Cheol Shin;Tae-Rin Kim
    • Journal of the Korean Chemical Society
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    • v.36 no.2
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    • pp.287-292
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    • 1992
  • The rate constants of the nucleophilic addition reaction of amines (piperidine and diethylamine) to phenylvinylketone in various solvents have been determined by UV spectrophotometry at $25^{\circ}C$. On the basis of the high sensitivity of the rate to the polarity of the medium, it may be concluded that the reaction intermediate has zwitterionic character. The effect of the solvents on the rate of the bimolecular nucleophilic addition reaction is described well by the Kirkwood equation: The transition state of the reaction has a cyclic structure formed through an intramolecular hydrogen bond. The addition reaction of primary and secondary amines to phenylvinylketone in all solvents take place considerably faster than that of tertiary amine and this results also can be explained by the intermediate products in the reaction have a cyclic structure formed through an intramolecular hydrogen bond for the primary and secondary amines but not for the tertiary amine.

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A thermodynamic analysis on thermochromism of fluoran dyes (Fluoran계 염료의 열변색 현상에 관한 열역학적 분석)

  • Kim, Jae-Uk;Ji, Myoung-Jin;Kim, Jong-Gyu
    • Analytical Science and Technology
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    • v.22 no.2
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    • pp.159-165
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    • 2009
  • The thermochromism of fluoran has been examined. The DCF exists as a colorless lactone in aprotic solvents. However, the DCF exists in the form of an equilibrium mixture of a colored zwitter-ion and a colorless lactone in protic solvents. When an acid is added to the solution, the DCF exists an equilibrium mixture as a colorless lactone and a colored cation even in aprotic solvents. In order to understand the interaction between the DCF and the solvent, absorption spectra of the DCF in various solvents were measured. The thermodynamic parameters of the DCF have also been investigated. From the variation of absorbance with temperature, the standard enthalpy changes ${\Delta}H^0$ of the equilibrium between the lactone and the zwitter-ion in various solvents have been determined. The standard enthalpy change ${\Delta}H^0$ is approximately -2.0 kJ/mol in protic solvents. In acidic solution, the standard enthalpy change is measured to be to zero in protic solvents within the experimental error. When the carboxylic group is protonated in acidic solution, a poor interaction between the dye and the solvent is expected.

Protonation State of Norfloxacin and Their Interaction with DNA (pH에 따른 Norfloxacin의 형태 및 DNA와의 상호작용에 관한 연구)

  • Yeo, Jeong-Ah;Son, Gwan-Su;Kim, Jong-Moon;Moon, Hyung-Rang;Jun, Eun-Duk;Cho, Tae-Sub
    • Journal of the Korean Chemical Society
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    • v.44 no.1
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    • pp.4-9
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    • 2000
  • We investigated the self-association and protonation state of norfloxacin, a member of quinokme antibiotics, using electric absorption and potentiom,etric titration. Both nitrogen at the piperazine ring and carboxylic acid were protonated at a low pH (cationic norfloxacin), and deprotonated at a high pH (anionic norfloxacin). In the intermediate pH range, a neutral species was dominant with the possibility of forming a zwitter ion. We also observed that nortloxacin molecules can be sracked to form a dimer at an intermediate pH, The equilibrium constant of the norfloxacin-DNA complex formation, which was measured by Stem-Volmermethod, increases as the pH of the system is lowered. This observation indicates that it is the cationic nortloxacin that forms a complex with DNA among various norfloxacin species in aqueous solution.

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Interaction of Proline with Cu+ and Cu2+ Ions in the Gas Phase (기체상에서 Cu+ 및 Cu2+ 이온과 proline의 상호작용)

  • Lee, Gab-Yong
    • Journal of the Korean Chemical Society
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    • v.53 no.3
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    • pp.257-265
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    • 2009
  • The structures and metal affinities of the binding configurations of $Cu^{+}$ and $Cu^{2+}$ to proline have been investigated using the hybrid three-parameter Density Functional Theory(DFT/B3LYP). We found that the metal-proline bonding and the energy ordering of several conformers were very different in $Cu^{+}$-proline and $Cu^{2+}$-proline. For $Cu^{+}$-proline, the ground state structure was found to have a bidentated coordination in which $Cu^{+}$ was coordinated to the carbonyl oxygen and imino group nitrogen of neutral proline. On the contrary, the ground state structure of $Cu^{2+}$-proline involves chelation between the two oxygens of the carboxylate group in a zwitterionic proline. The metal ion affinity of proline of the most stable $Cu^{+}$-proline complex was calculated as 76.0 kcal/mol at 6-311++G(d,p) level, whereas the $Cu^{2+}$ ion affinity of proline was calculated as 258.5 kcal/mol.

Membrane Containing Biocidal Material for Reduced Biofilm Formation: A Review (미생물막 형성을 막기 위한 살균 물질 함유 막: 총설)

  • Son, Soohyun;Patel, Rajkumar
    • Membrane Journal
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    • v.32 no.1
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    • pp.23-32
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    • 2022
  • Bacteria grow biofilm on various surface such as separation membrane, food packaging film and biomedical device. Growth of biofilm is associated with the formation of a complex structure of exopolysaccharides. Effect of antibacterial effect reduce drastically once the biofilm developed due to the difficulties in mass transport of antimicrobial agent. In order to enhance the antibacterial activity, surface of the membrane is modified, coated or immobilized with functional materials with biocidal properties. One of the idea is to introduce positive charge on the membrane surface by the presence of quaternary ammonium group which might displace divalent metal ion such as magnesium or calcium present in the bacteria cell wall. Efficacy of cell membrane disruption depends on the mobility of the agents available directly on the surface environment. In this review, various biocidal agents like quaternary ammonium group, helamine or zwitter ion containing membrane are discussed.