• Title/Summary/Keyword: molecularly imprinted polymers

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Binding Characteristics of Molecularly Imprinted Polymers for Ibuprofen Enantiomers (아이뷰프로펜 이성질체에 대한 molecularly imprinted polymers의 binding 특성)

  • 신명근;조규헌
    • KSBB Journal
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    • v.14 no.3
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    • pp.273-278
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    • 1999
  • The molecularly imprinted polymers(MIPs) synthesized at various polymerization conditions were examined as ibuprofen receptors in terms of binding characteristics. The 4-vinylpyridine polymers had 1.2 times higher adsorption capability for (S)-(+)-ibuprofen than the methacrylic acid polymers. The methacrylic acid polymers synthesized by UV radiation had 1.9 times higher selectivity for (S)-(+)-ibuprofen compared to those by thermal initiation. Effects of various solvents for binding were also examined in this research. According to the Scatchard analysis, the (S)-(+)-ibuprofen artificial receptors had two different kinds of binding sites for (S)-(+)-ibuprofen while having only single kind of binding site for ketoprofen. The binding sites of (S)-(+)-ibuprofen, n were calculated as 4.3~4.9 $\mu$mol/g and the dissociation constants, $K_D$ were 0.68 mM for the specific binding.

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Synthesis and characterization of α-mangostin imprinted polymers and its application for solid phase extraction

  • Zakia, Neena;Zulfikar, Muhammad A.;Amran, Muhammad B.
    • Advances in materials Research
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    • v.9 no.4
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    • pp.251-263
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    • 2020
  • α-mangostin imprinted polymers have been synthesized by a non-covalent imprinting approach with α-mangostin as a template molecule. The α-mangostin molecularly imprinted polymers (MIPs) prepared by radical polymerization using methacrylic acid, ethlylene glycol dimethacrylate, benzoyl peroxide, and acetonitrile, as a monomer, crosslinker, initiator, and porogen, respectively. The template was removed by using methanol:acetic acid 90:10 (v/v). The physical characteristics of the polymers were investigated by Fourier Transform Infrared spectroscopy (FTIR), scanning electron microscopy (SEM), and thermogravimetric analysis (TGA). The rebinding studies were carried out by batch methods. The results exhibited that the MIPs was able to adsorb the α-mangostin at pH 2 and the contact time of 180 min. The kinetic adsorption data of α-mangostin performed the pseudo-second order model and followed the Langmuir isotherm model with the adsorption capacity of 16.19 mg·g-1. MIPs applied as a sorbent material in solid-phase extraction, namely molecularly imprinted solid-phase extraction (MISPE) and it shows the ability for enrichment and clean-up of α-mangostin from the complex matrix in medicinal herbal product and crude extract of mangosteen (Garcinia mangostana L.) pericarp. Both samples, respectively, which were spiked with α-mangostin gives recovery more than 90% after through by MISPE in all concentration ranges.

Evaluation of New Selective Molecularly Imprinted Polymers for the Extraction of Resveratrol from Polygonum Cuspidatum

  • Cao Hui;Xiao Jian Bo;Xu Ming
    • Macromolecular Research
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    • v.14 no.3
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    • pp.324-330
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    • 2006
  • Four different molecularly imprinted polymers (MIPs) were prepared using resveratrol as the template, methacrylic acid (MAA) or acrylamide (AA) as functional monomers, 2,2-azobisisobutyronitrile (AIBN) as the initiator, and thermo- or photo-induced polymerization. The ability of the different polymers to rebind selectively not only the template but also other phenols was evaluated. In parallel, the influence of the different templates and functional monomers used during polymer syntheses on the performance of the obtained MIPs was also studied through different rebinding experiments. The binding ability and selectivity of the polymer were studied by static balance method and Scatchard analysis. It was concluded that AA-based polymer by photo-induced polymerization presents the best properties to be used as a selective absorbent for the extraction of resveratrol.

Selective Separations Using Molecularly Imprinted Membranes (분자 각인 막의 선택적 분리)

  • Lee, Jeong-Woo;Park, Joong-Kon
    • KSBB Journal
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    • v.20 no.3
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    • pp.133-141
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    • 2005
  • This review presents the preparation, transport mechanism and application of molecularly imprinted membranes (MIM). Molecular imprinting has now been established as a technique which allows the creation of tailor-made binding sites for many classes of compounds. MIM have some advantages; a high capacity due to a large surface area, faster transport of substrate molecules and faster equilibrium of binding cavities compared to molecularly imprinted particles. MIM were prepared by covalent and non-covalent chemical bonding systems, by interactions between functional monomer and template. MIM can be prepared by in-situ polymerization, wet phase inversion, dry phase inversion, and surface imprinting method. MIM can continuously separate mixtures based on facilitated or retarded diffusion of the template. MIM can change their permeability in the presence of templates. MIM have a potential to be used to separate chiral compounds and materials with similar structures. However the application of MIM by the chemical industries is still in its infancy stages.

Molecularly Imprinted Polymers Having Amidine and Imidazole Functional Groups As an Enzyme-Mimetic Catalyst for Ester Hydrolysis

  • Chen, Wen;Han, Dong-Keun;Ahn, Kwang-Duk
    • Macromolecular Research
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    • v.10 no.2
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    • pp.122-126
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    • 2002
  • A molecularly imprinted polymer (MIP) having both amidine and imidazole functional groups in the active site has been prepared using p-nitrophenyl phosphate as a transition state analogue (TSA). The imprinted polymer MIP with amidine and imidazole found to have the highest hydrolysis activity compared with other MIPs with either amidine or imidazole groups only. It is postulated a cooperative effect between amidine and imidazole in the hydrolysis of p-nitrophenyl methyl carbonate (NPMC) as a substrate when both groups were arranged in proximity by molecular imprinting. The rate enhancement of the hydrolysis by MIP was 60 folds over the uncatalyzed solution reaction and two folds compared with the control non-imprinted polymer CPI having both functional groups. The enzyme-mimetic catalytic hydrolysis of p-nitrophenyl acetate by MIP was evaluated in buffer at pH 7.0 with $K_{m}$ of 1.06 mM and $k_{cat}$ of 0.137 $h^{-1}$ . . .

Preparation of Molecularly Imprinted Poly(methacrylic acid) and Its HPLC Separation Characteristics of Retinoids (분자각인 Poly(methacrylic acid)의 제조 및 레티노이드 화합물의 HPLC 분리 특성)

  • 남기훈;권영돈;김덕준
    • Polymer(Korea)
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    • v.26 no.6
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    • pp.710-717
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    • 2002
  • Molecularly imprinted polymers were prepared in particle forms by crosslinking methacrylic acid (MAA)) using all trans-retinoic acid as a template. The HPLC column packed with the prepared molecular imprinted polymers showed high capability in separation of retinoid derivatives. The column capacity factor and selectivity increased with increasing MAA to template ratio when the incorporated template amount was fixed, as it statistically generated more binding sites between host molecules and template. Molecularly imprinted polymer particles prepared via an emulsion polymerization method were round-shaped and their sizes were more uniformly distributed, but their separation capability was inferior to those obtained by solution polymerization method. It was presumably because the loss of interaction strength between MAA and the template due to hydrogen bonding either between MAA and water or between template and water during the synthesis of molecularly imprinted polymers.

Spectrometric Determination of Rhodamine B in Chili Powder After Molecularly Imprinted Solid Phase Extraction

  • Liu, Xiuying;Zhang, Xuan;Zhou, Qian;Bai, Bing;Ji, Shujuan
    • Bulletin of the Korean Chemical Society
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    • v.34 no.11
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    • pp.3381-3386
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    • 2013
  • This paper reports a method using molecularly imprinted polymers that are grafted onto the surface of carboxyl-modified multi-walled carbon nanotubes as the solid-phase extraction adsorbents to detect Rhodamine B in chili powder samples. The polymers were characterized by FTIR and TGA. Various parameters which probably influence efficiency of extraction were optimized. The analytical parameters such as precision, accuracy and linear working range were also determined in optimal experimental conditions. And the proposed method was applied to analysis of Rhodamine B in chili powder samples. The limits of detection and quantification were 2.57 and 8.56 ${\mu}g/g$, respectively. The recoveries for analytes were higher than 95% and relative standard deviation values were found to be in the range of 0.83-4.15%. This method was successfully applied for the determination of Rhodamine B.

Molecularly Imprinted Polymers for Solid-Phase Extraction of Sarcosine as Prostate Cancer Biomarker from Human Urine

  • Hashemi-Moghaddam, Hamid;Rahimian, Majid;Niromand, Bahman
    • Bulletin of the Korean Chemical Society
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    • v.34 no.8
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    • pp.2330-2334
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    • 2013
  • A highly selective molecularly imprinted polymer (MIP) for sarcosine, a cancer marker, was prepared and its use as solid-phase extraction (SPE) sorbent material was demonstrated. The MIP was prepared by a very simple procedure using methacrylic acid as functional monomer and a mixture acetonitrile/water (4/1, v/v) as porogen, overcoming in this way the problems usually related to the imprinting of biological polar compounds. The MIP was tested in batch experiments in order to evaluate its binding properties and then used as SPE sorbent for the selective clean-up and pre-concentration of sarcosine. The extraction protocol was successfully applied to the direct extraction of sarcosine from spiked human urine indicating that the MIP allowed sarcosine to be pre-concentrated while simultaneously interfering compounds were removed from the matrix.

Molecularly Imprinted Solid-Phase Extraction for Determination of Enrofloxacin and Ciprofloxacin in Chicken Muscle

  • Yan, Hong-Yuan;Row, Kyung-Ho
    • Bulletin of the Korean Chemical Society
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    • v.29 no.6
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    • pp.1173-1178
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    • 2008
  • A simple and sensitive high-performance liquid chromatographic method was developed for the simultaneous identification of enrofloxacin and its active metabolite ciprofloxacin in chicken muscle. Norflorxacin imprinted polymers synthesized in water-containing systems show high selectivity to enrofloxacin and ciprofloxacin in an aqueous environment. Using these water-compatible imprinted polymers as selective adsorbents in the solid-phase extraction of enrofloxacin and ciprofloxacin from chicken samples, the remaining biological matrix could be quickly washed out from the imprinted column while enrofloxacin and ciprofloxacin were selectively retained and enriched. Analytical separation was performed on a $C_{18}$ column using acetonitrile-water as a mobile phase and fluorescence detection. Good linearity was obtained from 0.8 to 500 ng/g (r > 0.998) with relative standard deviation of less than 3.9%. The mean recoveries of enrofloxacin and ciprofloxacin from chicken muscle were 80.6-94.5% and 77.8-91.8% at three different concentrations. The limits of determinations based on S/N=3 were 0.07 ng/g and 0.09 ng/g, which are below the maximum residue limits established in many countries.

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.