Characteristic and Synthetic Approach of Molecularly Imprinted Polymer

Yan, Hongyuan; Row, Kyung Ho

doi:10.3390/i7050155

Cited by 450 publications

(264 citation statements)

References 102 publications

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“…The presence of matrix interferences leads to ion suppression or enhancement in many cases 11,12 . In this investigation a molecularly imprinted polymer (MIP) 13,14,15,16 was developed and applied as a sorbent in a molecularly imprinted solid phase extraction (MISPE) 17,18 protocol. This approach was chosen as an alternative clean-up procedure in replacement of the commonly used extensive procedure involving liquid-liquid extractions, centrifuging, filtration steps and solid phase extractions.…”

Section: Introductionmentioning

confidence: 99%

Development of Suspension Polymerized Molecularly Imprinted Beads with Metergoline as Template and Application in a Solid-Phase Extraction Procedure toward Ergot Alkaloids

Lenain

Mavungu²,

Dubruel³

et al. 2012

Anal. Chem.

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The first successfully developed molecularly imprinted polymer toward six ergot alkaloids and their respective epimers is described. A new imprinting molecule, metergoline, was used as template analogue in the production of suspension polymerized beads. These spherical particles functioned as selective sorbent in a solid-phase extraction column. The application of this column in the cleanup of barley samples prior to liquid chromatography coupled with tandem mass spectrometry allowed simple and cost-efficient sample preparation. The performance of the imprinted polymer and a non-imprinted control polymer was evaluated. This includes determination of the recovery values and the matrix effect of each of the 12 tested ergot alkaloids as well as a crossreactivity study with 25 common mycotoxins. The binding isotherms were obtained for metergoline, thus allowing comparison with other (imprinted) sorbents. A comparison between bulk and suspension polymerization is provided to determine the appropriate production technique. E rgot alkaloids are mycotoxins produced by Claviceps species, specifically Claviceps purpurea. These fungi can be found on cereals and produce sclerotia, which vary in composition and concentration of ergot alkaloids. The sclerotia are harvested together with the grains and only up to 80% of the kernels can be removed with the mechanical separation techniques currently available. Especially in periods of drought these techniques become unreliable as smaller sclerotia, similar in size to the grains, are produced. Generally, sclerotia are also broken during transport, allowing them to enter the food chain more easily.These ergot alkaloids possess toxicity due to interactions with α-adrenergic, serotinergic, and dopaminergic receptors. 1−3 Excess intake by humans can cause nausea, convulsions, hallucinations, and vasoconstriction and can even lead to gangrenous symptoms and abortion. Animals are infected through consumption of contaminated feed. This is a widespread phenomenon in livestock leading to adverse effects ranging from weight loss to death of infected animals. [4][5][6]2,7 The European Food Safety Authority (EFSA) stated in 2005 that the degree of variability in ergot alkaloid pattern in relation to fungal species, host plant, and geographical distribution is not known. 5 Six ergot alkaloidsergometrine, ergosine, ergotamine, ergocristine, ergocryptine, and ergocornine which are considered the most important ones according to EFSA, are depicted in Figure 1. An isomerization from the biologically active R-form to the biologically inactive S-form occurs at the C 8 stereogenic center of the tetracyclic ergoline structure in a reversible epimerization reaction. 8,9,6 The suffix "-ine" is used in the nomenclature if the side chain is present in the R-form at the C 8 stereogenic center, for example, ergotamine. The side chain is present in the S-orientation in the corresponding epimer which is expressed by the suffix "-inine", for example, ergotaminine. This reaction is promoted in humid, aqueous,...

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Section: Introductionmentioning

confidence: 99%

Development of Suspension Polymerized Molecularly Imprinted Beads with Metergoline as Template and Application in a Solid-Phase Extraction Procedure toward Ergot Alkaloids

Lenain

Mavungu²,

Dubruel³

et al. 2012

Anal. Chem.

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“…They all ranged between 1.66 and 2.39 Å which is within the hydrogen bond range as indicated in Figure 2 [34,35]. Thus, hydrogen bonding is the only possible contributor in the stabilization of the pre-polymerization complex [36]. …”

Section: Molecular Modeling and Computational Optimizationmentioning

confidence: 81%

Molecularly Imprinted Polymers for Selective Extraction of Oblongifolin C from <em>Garcinia yunnanensis</em> Hu

Wang¹,

Wenwei²,

Shen³

et al. 2017

Preprint

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Molecularly imprinted polymers (MIPs) were synthesized and applied for the selective extraction of oblongifolin C (OC) from fruit extracts of Garcinia yunnanensis Hu. A series of experiments and computational approaches were employed to improve the efficiency of screening for optimal MIP systems in the study. The molar ratio (1:4) was chosen at last based on the comparison of the binding energy of the complexes between the template (OC) and functional monomers using density functional theory (DFT) at the RI-PBE-D3-gCP/def2-TZVP level of theory. The binding characterization and the molecular recognition mechanism of MIPs were further explained using the molecular modeling method and NMR and IR spectra data. The reusability of this approach was demonstrated in over 20 batch rebinding experiments. 140.5 mg of OC (>95% purity) was obtained from the 5 g extracts with 2 g of MIPs with the best binding properties through gradient elution program from 35% to 70% methanol-water solution. At the same time, another structural analog, 46.5 mg of guttiferone K (GK) (>88% purity), was also obtained by the gradient elution procedure. Our results showed that the structural analogs could be separated from the crude extracts by the molecularly imprinted solid-phase extraction (MISPE) using a gradient elution procedure for the first time.

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“…The covalent interaction (Wulff and Sarhan, 1972) creates bonds between the template and polymer whereas non-covalent interaction (Haupt and Mosbach, 2000) creates electrostatic interactions such as π-π interaction and hydrogen bonds. The non-covalent technique has been preferentially used for different reasons such as easily conducted, the removal of the template is achieved through continuous extraction and a substantial number of functionalities can be introduced into the binding sites (Yan and Row, 2006). Immobilization of the indicators in matrices has substantial effects on the performance of the optical sensors in terms of selectivity, sensitivity, and stability.…”

Section: Introductionmentioning

confidence: 99%

A Novel Fluorescent Chemosensor Based on β-(2-Pyridyl)acrolein-Rhodamine B Derivative: Polymer Particle Interaction with an Enhanced Sensing Performance

Hwang

Muthukumar

et al. 2016

KONA

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A novel, fluorescent chemosensor based on β-(2-pyridyl)acrolein-rhodamine B (RB-AC) derivative was synthesized and its sensing performance with poly(ethylene glycol) dimethacrylate (PEGDMA) polymer particle was investigated. The prepared β-(2-pyridyl)acrolein-rhodamine B/poly(ethylene glycol)dimethacrylate (PEGDMA/ RB-AC) particle was used for sensing of Al 3+. The PEGDMA/RB-AC particles showed immediate "off-on" fluorescent responses toward Al 3+. The fluorescent response was attributed to the spirolactam ring opening of RB-AC. This sensor particle showed high selectivity towards Al 3+ in the presence of other competing metal ions. The sensitivity of PEGDMA/RB-AC particle was demonstrated by confocal laser scanning microscopy (CLSM) and scanning electron microscopy (SEM). The binding stoichiometry and binding mode of the metal complex was established by Job's plot and FT-IR spectroscopy.

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Characteristic and Synthetic Approach of Molecularly Imprinted Polymer

Cited by 450 publications

References 102 publications

Development of Suspension Polymerized Molecularly Imprinted Beads with Metergoline as Template and Application in a Solid-Phase Extraction Procedure toward Ergot Alkaloids

Development of Suspension Polymerized Molecularly Imprinted Beads with Metergoline as Template and Application in a Solid-Phase Extraction Procedure toward Ergot Alkaloids

Molecularly Imprinted Polymers for Selective Extraction of Oblongifolin C from <em>Garcinia yunnanensis</em> Hu

A Novel Fluorescent Chemosensor Based on β-(2-Pyridyl)acrolein-Rhodamine B Derivative: Polymer Particle Interaction with an Enhanced Sensing Performance

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