• Title/Summary/Keyword: Molecule imprinted polymer

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Preparation of Molecularly Imprinted Polymers Using Photocross-linkable Polyphosphazene and Selective Rebinding of Amino Acids

  • Lee, Seung-Cheol;Chang, Ji-Young
    • Macromolecular Research
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    • v.17 no.7
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    • pp.522-527
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    • 2009
  • A photocrosslinkable polyphosphazene was used for molecular imprinting. We synthesized polyphosphazene (3) having urea groups for complexation with N-carbobenzyloxyglycin (Z-Gly-OH, template) and chalcone groups for cross-linking reaction. As substituents, 4-hydroxycha1cone (1) and N-(4-hydroxyphenyl)-N'-ethylurea (2) were prepared. Choloro groups of poly(dichlorophosphazene) were replaced by the sequential treatment with sodium salts of compounds 1 and 2, and trifluoroethanol. The template molecule was complexed with the urea groups on the polymer chains via hydrogen bonding. A thin polymer film was prepared by casting a solution of the complex of polymer 3 and the template in dimethylformamide on a quartz cell and irradiated with 365 nm UV light to yield a cross-linked film with a thickness of about $16{\mu}m$. The template molecules in the film were removed by Soxhlet extraction with methanol/acetic acid. The control polymer film was prepared in the same manner for the preparation of the imprinted polymer film, except that the template and triethylamine were omitted. In the rebinding test, the imprinted film exhibited much higher recognition ability for the template than the control polymer. We also investigated the specific recognition ability of the imprinted polymer for the template and its structural analogues. The rebinding tests were conducted using Z-Glu-OH, Z-Asp($O^tBu$)-OH, and Z-Glu-OMe. The imprinted film showed higher specific recognition ability for the template and the lowest response for Z-Asp($O^tBu$)-OH.

Molecularly Imprinted Monolithic Stationary Phases for Liquid Chromatographic Separation of Tryptophan and N-CBZ-Phenylalanine Enantiomers

  • Yan, Hong-Yuan;Row, Kyung-Ho
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.11 no.4
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    • pp.357-363
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    • 2006
  • Monolithic molecularly imprinted columns were designed and prepared by an in-situ thermal-initiated copolymerization technique for rapid separation of tryptophan and N- CBZ-phenylalanine enantiomers. The influence of polymerization conditions and separation conditions on the specific molecular recognition ability for enantiomers and diastereomers was investigated. The specious molecular recognition was found to be dependent on the stereo structures and the arrangement of functional groups of the imprinted molecule and the cavities in the molecularly imprinted polymer (MIP). Moreover, hydrogen bonding interactions and hydrophobic interactions played an important role in the retention and separation. Compared to conventional MIP preparation procedures, the present method is very simple, and its macroporous structure has excellent separation properties.

Synthesis and Characterization of Theophylline Molecularly Imprinted Polymers (테오필린 분자 날인 고분자의 합성 및 특성)

  • Ryu, Ho-Sik;Kim, Beom-Soo;Kim, Dae-Su
    • Polymer(Korea)
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    • v.32 no.2
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    • pp.138-142
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    • 2008
  • Molecularly imprinting technology is an effective method to prepare a synthetic material with a high selectivity to a target molecule. In this study, a molecularly imprinted polymer (MIP) was synthesized via UV-polymerization using theophylline and UV-curable polyester-acrylate resin as a template molecule and a crosslinker, respectively. To elucidate the effects of functional monomer type on the performance of the MIP, each MIP was synthesized using mathacrylic acid, acrylic acid, and acryl amide as functional monomers. Each MIP showed higher rebinding capacity to theophylline than its corresponding non-imprinted polymer (NIP). The MIP synthesized using mathacrylic acid as a functional monomer showed the highest rebinding capacity to theophylline. The selectivity of the MIP was investigated using a solution with caffeine having a very similar structure to theophylline. The binding performance of the MIP to theophylline decreased when distilled water was used as a solvent, which has more polarity than chloroform.

Comparison of Enantioselective CEC Separation of OT-MIP Capillary Columns with Templates of Various Camphor Derivatives Made by the Pre-established General Preparation Protocol

  • Zaidi, Shabi Abbas;Lee, Seung-Mi;Lee, Ju-Young;Cheong, Won-Jo
    • Bulletin of the Korean Chemical Society
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    • v.31 no.10
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    • pp.2934-2938
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    • 2010
  • Some open tubular (OT) molecule imprinted polymer (MIP) silica capillary columns with templates of camphor derivatives such as 10-camphorsulfonic acid (10-CSA), 10-camphorsulfonamide (10-CS) and camphor-p-tosyl hydrazone (CTH) have been successfully prepared by the prior generalized preparation protocol. The three MIP thin layers of different templates showed quite different morphologies. The chiral selectivity of each MIP column for the template enantiomers was optimized by changing eluent composition and pH. The optimization conditions were found to be different for the three MIPs. This work suggests prospective successful extension of the generalized preparation protocol for OT-MIP silica capillary columns toward templates of a variety of chemical groups.

Adsorption and Release Characteristics of Sulindac on Chitosan-based Molecularly Imprinted Functional Polymer Films (키토산 기반 분자 각인 고분자 필름의 슐린닥 흡착 및 방출 특성)

  • Yoon, Yeon-Hum;Yoon, Soon-Do;Nah, Jae Woon;Shim, Wang Geun
    • Applied Chemistry for Engineering
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    • v.30 no.2
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    • pp.233-240
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    • 2019
  • Molecular recognition technology has attracted considerable attention for improving the selectivity of a specific molecule by imprinting it on a polymer matrix. In this study, adsorption and release characteristics of chitosan based drug delivery films imprinted with sulindac (SLD) were investigated in terms of the plasticizer, temperature and pH and the results were also interpreted by the related mathematical models. The adsorption characteristics of target molecules on SLD-imprinted polymer films were better explained by the Freundlich and Sips equation than that of the Langmuir equation. The binding site energy distribution function was also useful for understanding the adsorption relationship between target molecules and polymer films. The drug release of SLD-imprinted polymer films followed the Fickian diffusion mechanism, whereas the drug release using artificial skin followed the non-Fickian diffusion behavior.

Synthesis and Evaluation of Molecularly Imprinted Polymeric Microspheres for Chloramphenicol by Aqueous Suspension Polymerization as a High Performance Liquid Chromatography Stationary Phase

  • Zhang, Yan;Lei, Jiandu
    • Bulletin of the Korean Chemical Society
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    • v.34 no.6
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    • pp.1839-1844
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    • 2013
  • Molecularly imprinted microsphere for chloramphenicol (CAP) with high adsorption capacity and excellent selectivity is prepared by aqueous suspension polymerization, in which chloramphenicol is used as template molecule and ethyl acetate as porogen. The CAP-imprinted microspheres are used as high performance liquid chromatography (HPLC) stationary phase and packed into stainless steel column ($150mm{\times}4.6mm$ i.d.) for selective separation of chloramphenicol. HPLC analysis suggests that chloramphenicol can be distinguished from not only its structural analogs but also other broad-spectrum antibiotic such as erythromycin and tetracycline. In addition, the binding experiments of CAP-imprinted microspheres are carried out in ethanol/water (1:4, V:V), the results indicate that the maximum apparent static binding capacity of molecularly imprinted microspheres is up to 66.64 mg $g^{-1}$ according to scatchard model.

Potentiometric sensor of graphene oxide decorated with silver nanoparticles/molecularly imprinted polymer for determination of gabapentin

  • Abdallah, Nehad A.;Ibrahim, Heba F.
    • Carbon letters
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    • v.27
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    • pp.50-63
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    • 2018
  • An imprinted potentiometric sensor was developed for direct and selective determination of gabapentin. Sensor is based on carbon paste electrode adapted by graphene oxide that is decorated with silver nanoparticles and mixed with molecularly imprinted polymers nanoparticles using gabapentin as a template molecule. The synthesized nanoparticles were characterized by Fourier transmission infrared spectroscopy, transmission electron microscopy and X-ray diffraction. Under optimal experimental conditions, the studied sensor exhibited high selectivity and sensitivity with LOD of $4.8{\times}10^{-11}mol\;L^{-1}$. It provided a wide linearity range from $1{\times}10^{-10}$ to $1{\times}10^{-3}mol\;L^{-1}$ and high stability for more than 3 mo. The sensor was effectively used for the determination of gabapentin in pharmaceutical tablets and spiked plasma samples.

Synthesis of Molecularly Imprinted Polymers for Chiral (S)-Ibuprofen and Their Molecular Recognition Mechanism (키랄(S)-이부푸로펜 함유 고분자의 합성과 제조된 고분자의 분자 인식 메카니즘)

  • Huangfu, Fengyun;Wang, Bing;Sun, Yan
    • Polymer(Korea)
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    • v.37 no.3
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    • pp.288-293
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    • 2013
  • A group of molecularly imprinted polymers (MIPs) with specific recognition for chiral (S)-ibuprofen were successfully prepared based on hydrogen bonds, utilizing ${\alpha}$-methacrylic acid as a functional monomer. The IR analysis of MIPs showed that the blue- and red-shifted hydrogen bonds were formed between templates and functional monomers in the process of self-assembly imprinting and re-recognition, respectively. According to UV-Vis analysis, we found that the ratio of host-guest complexes between template molecule and functional monomer was 1:1. The effect of cross-linker's quantity on the polymerization was studied by transmission electron microscope (TEM). The adsorption selectivity experiments indicated that MIPs exhibited higher selectivity to (S)-ibuprofen than those to ketoprofen and (R)-ibuprofen, (S)-ibuprofen's structural analogs.

Synthesis of molecularly imprinted polymer (MIP) by radiation-induced polymerization and separation of ferulic acid from rice oil using MIP-packed column

  • Yoon, Seok-Kee;Lee, Jae-Chan;Lee, Seung-Ho;Choi, Seong-Ho;Kim, Hwa-Jung;Park, Hae-Jun;Kang, Hee-Dong
    • Analytical Science and Technology
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    • v.19 no.3
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    • pp.218-225
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    • 2006
  • A molecularly imprinted polymer (MIP) was synthesized by radiation-induced polymerization (RIP), where the ferulic acid was used as a template molecule, 4-vinylpyridine as a monomer and ethylene glycoldimethacrylate (EGDMA) as a cross-linking monomer. The MIP was packed in a glass column using a slurry method for use in medium pressure liquid chromatography (MPLC). The MPLC column was tested for separation and purification of ferulic acid from the rice oil. When repeated three times, the MPLC separation/purification yielded the ferulic acid with the purity higher than ~99%. The chemiluminescence of the luminal (5-amino-2,3-dihydro-1,4-phtalazinedione) measured on a potato disc slide (5.0 mm thick) was enhanced in the presence of ferulic acid, while, without the ferulic acid, the chemiluminescence of luminol on the potato slice disc was not observed, which suggests the ferulic acid obtained from the rice oil can be useful for immunoassay.

Open Tubular Molecular Imprinted Polymer Fabricated in Silica Capillary for the Chiral Recognition of Neutral Enantiomers in Capillary Electrochromatography

  • Yang, Song-Hee;Zaidi, Shabi Abbas;Cheong, Won-Jo;ALOthman, Zeid A.;ALMajid, Abdullah M.
    • Bulletin of the Korean Chemical Society
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    • v.33 no.5
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    • pp.1664-1668
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    • 2012
  • In this study, we have expanded the applicability of the pre-established generalized preparation protocol to MIPs with a neutral template. The ($4S,5R$hyl-5-phenyl-2-oxazolidinone MIP layer was formed inside a pretreated and silanized fused silica capillary, and its chiral separation performance was examined. Optimization of chiral separation was also carried out. This is the very first report of somewhat successful application of the generalized preparation protocol to a MIP with a genuine neutral template.