Chiral Separation of Mandelic Acid and Its Derivatives by Thin‐Layer Chromatography Using Molecularly Imprinted Stationary Phases

Fei, Rong; Feng, Xiaogang; Yuan, Chris; Fu, Degang; Li, Ping

doi:10.1080/10826070600915213

Cited by 10 publications

(5 citation statements)

References 15 publications

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“…A number of papers report assays based upon competitive ligand binding studies . The high sensitivities of assays using either radiolabeled or non‐isotopically labeled studies (fluorescence and chemiluminescence) afford access to events taking place at very‐low concentration regimes that are not generally accessible with chromatographic methods.…”

Section: Applicationsmentioning

confidence: 99%

Molecular imprinting science and technology: a survey of the literature for the years 2004-2011

2014

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SummaryHerein we present a survey of the literature covering the development of molecular imprinting science and technology over the years 2004 to 2011. In total, 3779 references to the original papers, reviews, edited volumes and monographs from this period are included, along with recently identified uncited materials from prior to 2004 which were omitted in the first instalment of this series covering the years 1930 to 2003. 1 In the presentation of the assembled references, a section presenting reviews and monographs covering the area is followed by sections describing fundamental aspects of molecular imprinting including the development of novel polymer formats. Thereafter, literature describing efforts to apply these polymeric materials to a range of application areas is presented. Current trends and areas of rapid development are discussed.2

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Section: Applicationsmentioning

confidence: 99%

Molecular imprinting science and technology: a survey of the literature for the years 2004-2011

2014

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“…MIPs are attractive materials for molecular recognition due to their low cost, simple preparation, high stability, and good reproducibility under harsh chemical and physical conditions. Consequently, MIT has been widely used in extraction separation [16, 17], chemical sensing [18], catalysis [19], and chiral separations [20–22]. Surface molecular imprinting distributes almost all binding sites on a surface with good accessibility by taking some measures, which facilitates the removal and recombination of template molecules.…”

Section: Introductionmentioning

confidence: 99%

Preparation of Monodisperse Enrofloxacin Molecularly Imprinted Polymer Microspheres and Their Recognition Characteristics

Wang

Zhou

Niu

et al. 2019

International Journal of Analytical Chemistry

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This study presents a new strategy for the detection of enrofloxacin (ENR) in food samples by the use of monodisperse ENR molecularly imprinted polymers (MIPs). Using enrofloxacin as template molecule, methacrylic acid as functional monomer, and ethylene diglycidyl ether as cross-linker, surface molecularly imprinted polymers (MIPs) were prepared on the surface of polymeric glycidyl methacrylate-ethylene glycol dimethacrylate (PGMA-EDMA) microspheres. The surface morphology and imprinting behavior of PGMA-EDMA@MIPs were investigated and optimized. Synthesized PGMA-EDMA@MIPs showed good physical and chemical stability and specific recognition toward fluoroquinolones. The introduction of PGMA-EDMA microspheres greatly increased the adsorption area of PGMA-EDMA@MIPs and increased the adsorption capacity of target molecules. The core shell structure increased the adsorption rate, and adsorption equilibrium was achieved within 6 min, much higher than that of MIPs synthesized by traditional methods. Enrofloxacin in milk samples was detected by molecular imprinting solid phase extraction (MISPE) combined with high performance liquid chromatography (HPLC). Implementing this method resulted in a recovery rate of 94.6~109.6% with a relative standard deviation (RSD) of less than 3.2%. The limit of detection (LOD) of this method was identified as three times the signal-to-noise ratio (10 μg/L). In summary, this work proposed a sensitive, rapid, and convenient method for the determination of trace ENR in food samples.

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“…To date, it has been synthesized in the laboratory by hydrocyanation of o-chlorobenzaldehyde using hydroxynitrile lyase (van Langen et al 2004;van Langen et al 2003), hydrolysis of o-chloromandelonitrile using nitrilase (Zhang et al 2012), chiral separation using thin-layer chromatography (Rong et al 2006), or asymmetric reduction of methyl o-chlorobenzoylformate (Ema et al 2008;Ma et al 2012a). However, these methods have drawbacks such as a requirement for the addition of an expensive resolving agent or NADP + or toxic HCN.…”

Section: Introductionmentioning

confidence: 99%

Rational design of esterase BioH with enhanced enantioselectivity towards methyl (S)-o-chloromandelate

Guo

et al. 2014

Appl Microbiol Biotechnol

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Methyl (R)-o-chloromandelate (R-CMM) is an intermediate for the platelet aggregation inhibitor clopidogrel. Its preparation through enzymatic resolution of the corresponding ester has been hindered by the lack of an enzyme with satisfying enantioselectivity and activity. In the present work, we aimed to improve the enzymatic enantioselectivity towards methyl (S)-o-chloromandelate (S-CMM) by rational design, using esterase BioH as a model enzyme. Based on the differences in the binding mode of S- and R-enantiomers at the active cavity of the enzyme, the steric and electronic interactions between the key amino acids of BioH and the enantiomers were finely tuned. The enantioselectivity of esterase BioH towards S-CMM was improved from 3.3 (the wild type) to 73.4 (L123V/L181A/L207F). Synergistic interaction was observed between point mutations, and insight into the source of enzymatic enantioselectivity was gained by molecular dynamics simulations. The results can provide a reference for the enzyme design of other enzymes towards S-CMM for the enhancement of enantioselectivity.

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Chiral Separation of Mandelic Acid and Its Derivatives by Thin‐Layer Chromatography Using Molecularly Imprinted Stationary Phases

Cited by 10 publications

References 15 publications

Molecular imprinting science and technology: a survey of the literature for the years 2004-2011

Molecular imprinting science and technology: a survey of the literature for the years 2004-2011

Preparation of Monodisperse Enrofloxacin Molecularly Imprinted Polymer Microspheres and Their Recognition Characteristics

Rational design of esterase BioH with enhanced enantioselectivity towards methyl (S)-o-chloromandelate

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