Application of molecularly imprinted polymers to solid-phase extraction of analytes from real samples

He, Chiyang; Long, Yuanyuan; Pan, Junlan; Li, Kèan; Liu, Feng

doi:10.1016/j.jbbm.2006.07.005

Cited by 346 publications

(167 citation statements)

References 144 publications

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“…Suspension polymerization was applied to avoid the disadvantages which arrive from bulk polymerized MIPs 16,29,18 . The crushing of the bulk-monolith was a time-consuming and wasteful process which resulted in particles with an irregular size and shape.…”

Section: Resultsmentioning

confidence: 99%

“…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%

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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: Resultsmentioning

confidence: 99%

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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“…Molecularly imprinted polymers (MIPs) find applications in many areas such as bio-mimetic sensors [11], antibody mimics [12] and catalysis [13]. They are very useful materials for isolation and preconcentration of low concentration analytes employing the solid phase extraction (SPE) technique [14][15][16]. Although many papers have been published concerning utilization of MIPs in pharmaceutical science [17][18][19], only a few were devoted to dopamine isolation [20][21][22][23][24].…”

mentioning

confidence: 99%

Dopamine-Imprinted Polymers: Template-Monomer Interactions, Analysis of Template Removal and Application to Solid Phase Extraction

Luliński

Maciejewska

Bamburowicz-Klimkowska

et al. 2007

Molecules

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A dopamine-imprinted polymer (MIP) was prepared in aqueous methanol solution at 60 o C by free-radical cross-linking polymerization of methacrylic acid in the presence of ethylene glycol dimethacrylate as the cross-linker and dopamine hydrochloride as the template molecule. Its ability to isolate dopamine was evaluated as the basis of a solid phase extraction procedure and compared with that of a non-imprinted polymer (NIP). The binding of dopamine was 84.1% and 29.1% for MIP and NIP, respectively. Various reported post-polymerization treatments to reduce template bleeding were examined. In our case the lowest bleeding was achieved after applying a combined procedure: continuous extraction in a Soxhlet apparatus (CE), followed by microwaveassisted extraction (ME) to a level of 0.061 μg/mL. A simplified model of the templatemonomer complexes allowed rationalization of monomer choice based on the heats of complex formation at a PM3 level of theory.

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“…Imprinted polymers are generated by polymerization of monomers and cross-linkers in the presence of a template [73]. The MIPs are expected to have high affinity for molecules resembling the template and can serve to extract such molecules (referred to as target molecules) from a complex mixture [74][75][76][77][78][79][80][81]. The interactions between the polymer and the target molecules are non-covalent interactions, and the affinity is largely based on the complementarity of the size, shape, electrostatics and hydrogen bonding of the MIP with the target molecule.…”

Section: Mammalian P450smentioning

confidence: 99%

Use of Chemical Auxiliaries to Control P450 Enzymes for Predictable Oxidations at Unactivated C-H Bonds of Substrates

Auclair

Polic

2015

Advances in Experimental Medicine and Biology

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Cytochrome P450 enzymes (P450s) have the ability to oxidize unactivated C-H bonds of substrates with remarkable regio-and stereoselectivity. Comparable selectivity for chemical oxidizing agents is typically difficult to achieve. Hence, there is an interest in exploiting P450s as potential biocatalysts. Despite their impressive attributes, the current use of P450s as biocatalysts is limited. While bacterial P450 enzymes typically show higher activity, they tend to be highly selective for one or a few substrates. On the other hand, mammalian P450s, especially the drugmetabolizing enzymes, display astonishing substrate promiscuity. However, product prediction continues to be challenging. This review discusses the use of small molecules for controlling P450 substrate specificity and product selectivity. The focus will be on two approaches in the area: (1) the use of decoy molecules, and (2) the application of substrate engineering to control oxidation by the enzyme.

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Application of molecularly imprinted polymers to solid-phase extraction of analytes from real samples

Cited by 346 publications

References 144 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

Dopamine-Imprinted Polymers: Template-Monomer Interactions, Analysis of Template Removal and Application to Solid Phase Extraction

Use of Chemical Auxiliaries to Control P450 Enzymes for Predictable Oxidations at Unactivated C-H Bonds of Substrates

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