Enantioseparation of warfarin derivatives on molecularly imprinted polymers for (S)- and (R)-chlorowarfarin

Kubo, Arisa; Kimachi, Tetsutaro; Haginaka, Jun

doi:10.1016/j.chroma.2021.461995

Cited by 9 publications

(3 citation statements)

References 30 publications

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“…MIPs with a 4-vinylpyridine-functionalized polymeric matrix crosslinked with ethylene glycol dimethacrylate were used to effectively separate enantiopure 4-chlorowarfarine. 30 For efficient resolution of (±)-cathine, an acidic MIP was synthesized from 2,4-dihydroxybenzenesulfonic acid. 31 Itaconic acid-functionalized MIP was used to separate and identify the S-pramioexole enantiomer.…”

Section: Introductionmentioning

confidence: 99%

“…Wang et al 29 developed magnetic MIPs based on a dehydroabietylamine chiral monomeric species, allowing for the chiral identification of mandelic acid racemates. MIPs with a 4‐vinylpyridine‐functionalized polymeric matrix crosslinked with ethylene glycol dimethacrylate were used to effectively separate enantiopure 4‐chlorowarfarine 30 . For efficient resolution of (±)‐cathine, an acidic MIP was synthesized from 2,4‐dihydroxybenzenesulfonic acid 31 .…”

Section: Introductionmentioning

confidence: 99%

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Chiral acidic molecularly imprinted polymer for enantio‐separation of norepinephrine racemate

Abomuti

2024

Chirality

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We are looking into how well a copolymeric material made of poly (maleic acid–co‐4‐vinylpyridine) cross‐linked with divinylbenzene can separate L‐norepinephrine (L‐NEP) from (±)‐NEP. The initial step in this direction was the synthesis and subsequent analysis of L‐NEP‐maleimide chiral derivative. A 4‐vinylpyridine/divinylbenzene combination was copolymerized with the resultant chiral maleimide. After heating the polymer materials in a high‐alkaline environment to breakdown the connecting imide bonds, they were acidified in an HCl solution to eliminate the incorporated L‐NEP species. Fourier transform infrared spectroscopy (FTIR) and a scanning electron microscope were used to examine the imprinted L‐NEP‐imprinted materials. The manufactured L‐NEP‐imprinted materials exhibited selectivity characteristics that were over 11 times greater for L‐NEP than D‐norepinephrine. The highest capacity observed in Langmuir adsorption studies was 170 mg/g at a pH of 7. After optical separation using a column technique, it was determined that the enantiomeric excess levels of D‐norepinephrine and L‐NEP in the first feeding and subsequent recovery solutions were 95% and 81%, respectively.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Chiral acidic molecularly imprinted polymer for enantio‐separation of norepinephrine racemate

Abomuti

2024

Chirality

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“…2 Therefore, the development of an efficient, inexpensive, rapid, desirable, selective and reproducible method to detect warfarin is extremely demanded based on the purpose of non-target species protection and environmental quality. Currently, different analytical methods are employed for the determination of warfarin, such as capillary electrophoresis, [3][4][5] high-performance liquid chromatography coupled with mass spectrometry, 6,7 high-performance liquid chromatography (HPLC), 8,9 and electrochemical sensing. 38 Despite the fact that chromatography could provide desirable selectivity and sensitivity, fluorometric methods have gained much attention due to their advantages of rapid response, technical simplicity, and considerable reproducibility.…”

Section: Introductionmentioning

confidence: 99%

Nitrogen-doped graphene quantum dots coated with molecularly imprinted polymers as a fluorescent sensor for selective determination of warfarin

et al. 2022

New J. Chem.

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Enantioselective separation of (±)‐epinephrine by chiral acidic molecularly imprinted polymer

Alotaibi

2024

Polymer International

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In this study, we look into how poly(4‐styrenesulfonic acid‐co‐4‐vinylpyridine) cross‐linked with divinylbenzene can be used as a copolymeric material to effectively recognize L‐epinephrine (L‐EP) and chirally separate the (±)‐EP. It was first possible to synthesize and analyze L‐EP‐styrene‐4‐sulfonamide (L‐EP‐SSA). The resulting chiral sulfonamide was used to copolymerize with a 4‐vinylpyridine/divinylbenzene mixture. The integrated L‐EP species were removed by heating the polymer materials under strong alkaline conditions to degrade the sulfonamide links, followed by acidification in HCl solution. The imprinted L‐EP‐IP materials were analyzed using FTIR and a scanning electron microscope (SEM). The produced L‐EP‐IP displayed selectivity characteristics indicative of an affinity for L‐EP almost eleven times higher than those for D‐EP. At a pH of 7, Langmuir adsorption experiments demonstrated a maximal capacity of 165 mg/g. Following optical separation by means of a column method, enantiomeric excess levels of L‐ and D‐EP in the initial feeding and next recovering solutions were calculated to be 93% and 80%, respectively.This article is protected by copyright. All rights reserved.

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Enantioseparation of warfarin derivatives on molecularly imprinted polymers for (S)- and (R)-chlorowarfarin

Cited by 9 publications

References 30 publications

Chiral acidic molecularly imprinted polymer for enantio‐separation of norepinephrine racemate

Chiral acidic molecularly imprinted polymer for enantio‐separation of norepinephrine racemate

Nitrogen-doped graphene quantum dots coated with molecularly imprinted polymers as a fluorescent sensor for selective determination of warfarin

Enantioselective separation of (±)‐epinephrine by chiral acidic molecularly imprinted polymer

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