A metal organic framework-functionalized monolithic column for enantioseparation of six basic chiral drugs by capillary electrochromatography

Wen, Deliang; Tao, Yu; Du, Yingxiang; Sun, Xiaodong; Feng, Zijie; Zhao, Shiyuan; Ma, Xiaofei; Ma, Mingxuan; Chen, Cheng

doi:10.1007/s00604-019-3998-0

Cited by 41 publications

(19 citation statements)

References 34 publications

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“…As recently as 2020, a monolithic capillary was built with a Zn-based zeolitic imidazole MOF named Pepsin-ZIF-8. [33] In a rare example of chirality bestowed by PSM, ZIF-8 was selfassembled layer-by-layer on the surface of a poly(GMA-co-EDMA) monolithic column and only later became chiral after covalently linking with pepsin molecules. With a 20 mM ammonium acetate buffer and an applied voltage of 15 kV, the monolithic capillary enabled good separation of hydroxychloroquine, chloroquine, hydroxyzine, and amlodipine.…”

Section: Capillary Electrochromatography (Cec)mentioning

confidence: 99%

“…As recently as 2020, a monolithic capillary was built with a Zn‐based zeolitic imidazole MOF named Pepsin‐ZIF‐8 [33] . In a rare example of chirality bestowed by PSM, ZIF‐8 was self‐assembled layer‐by‐layer on the surface of a poly(GMA‐co‐EDMA) monolithic column and only later became chiral after covalently linking with pepsin molecules.…”

Section: Chromatographymentioning

confidence: 99%

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Chiral Detection with Coordination Polymers

Thoonen

Hua

2021

Chemistry An Asian Journal

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Coordination polymers and metal-organic frameworks are prime candidates for general chemical sensing, but the use of these porous materials as chiral probes is still an emerging field. In the last decade, they have found application in a range of chiral analysis methods, including liquid-and gas-phase chromatography, circular dichroism spectroscopy, fluorescence sensing, and NMR spectroscopy. In this minireview, we examine recent works on coordination polymers as chiral sensors and their enantioselective hostguest chemistry, while highlighting their potential for application in different settings.

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Section: Capillary Electrochromatography (Cec)mentioning

confidence: 99%

Section: Chromatographymentioning

confidence: 99%

Chiral Detection with Coordination Polymers

Thoonen

Hua

2021

Chemistry An Asian Journal

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“…The pepsin-ZIF-8-poly(GMA-co-EDMA) column was utilized for the enantioseparation of the racemic forms of hydroxychloroquine, chloroquine, hydroxyzine, nefopam, clenbuterol, and amlodipine. The most effective enantioseparation was obtained in less than 10 min for hydroxychloroquine (Rs:2.50) [45]. Imprinted monoliths are highly selective and cost-effective materials, which have attracted significant interest in various areas, mostly used as the stationary phase in HPLC and CEC [46,47].…”

Section: Evaluation Of Electrochromatographic Separation Power and Comparison With Literaturementioning

confidence: 99%

S‐citalopram imprinted monolithic columns for capillary electrochromatography enantioseparations

et al. 2021

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In this study, the molecular imprinting method was used to separate enantiomeric forms of chiral antidepressant drug, R,S-citalopram (R,S-CIT) in aqueous solution by CEC system combining the advantages of capillary electrophoresis (CE) and high-performance liquid chromatography (HPLC). For that, an amino acid-based molecularly imprinted monolithic capillary column was designed and used as a stationary phase for selective separation of S-citalopram (S-CIT) for the first time. S-CIT was selectively separated from the aqueous solution containing the other enantiomeric form of R-CIT, which is the same in size and shape as the template molecule. Morphology of the molecularly imprinted (MIP S-CIT) and non-imprinted (NIP S-CIT) monolithic capillary columns was observed by scanning electron microscopy. Imprinting efficiency of MIP S-CIT monolithic capillary column used for selective S-CIT separation was verified by comparing with NIP S-CIT and calculated imprinting factor (I.F:1.81) proved the high selectivity of the MIP S-CIT for S-CIT. Cavities formed for S-CIT form enabled selective (α = 2.08) separation of the target molecule from the other enantiomeric R-CIT form. Separation was achieved in a short period of 10 min, with the electrophoretic mobility of 7.68 × 10 −6 m 2 /Vs for R,S-CIT at pH 7.0 10 mM PB and 50% ACN ratio. The performance of both MIP S-CIT and NIP S-CIT columns was estimated by repeating the R,S-CIT separations with intra-batch and inter-batch studies for reproducibility of retention times of R,S-CITs. Estimated RSD values that are lower than 2% suggest that the monolithic columns separate R,S-CIT enantiomers without losing separation efficiency.

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“…Ding et al modified the Zeolitic Imidazole framework (ZIF) with the p(GMA-EDMA) monolithic column, in which pepsin was used as the chiral selector [195]. In this study, N-(3-aminopropyl) imidazole monomer not only allowed MOF to be hold on the monolithic column surface, but also enabled covalent interaction with pepsin.…”

Section: Metal-organic Frames As Chiral Stationary Phasesmentioning

confidence: 99%

Chiral Separations by Capillary Electrophoresis and related Techniques with Different Chiral Selectors: A Review

Şarkaya

Göktürk

Yılmaz

et al. 2021

Hacettepe Journal of Biology and Chemistry

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A nalitik saflıkta ve büyük ölçekli üretim çalışmaları için çözüm yolları bulmaya çalışan farmakoloji ve doğa bilimleriyle ilgilenen araştırmacıların ilgisini kiral bileşiklerin tayin ve enantiyomerik olarak ayrımı konuları çekmiştir. Kapiler Elektroforez, kiral selektörlerin yüksek ayırım gücü ve verimliliği gibi üstün özellikleri nedeniyle enantiyomerik ayırımlar için en önemli analitik yaklaşımlardan biri haline gelmiştir. Yüksek ayırma gücü ve yüksek etkinlik gösterme gibi sahip olduğu üstün özelliklerden dolayı kapiler elektroforez, enantiyomerik ayırmalarda kullanılan en önemli analitik yaklaşımlardan biri haline gelmiştir. Kapiler Elektroforez temeline dayanan teknolojinin gelişim sürecine paralel olarak kiral seçicilerin farklı formlardaki gelişimide süremektedir. Bu derlemede, kapiler elektroforezde kullanılan teknikleri açıklayan bazı tanımlayıcı teorik bilgilere yer verilmiştir. Ayrıca son 10 yılda gerçekleştilen (2010-2020) ve moleküler baskılı polimerler, siklodekstrinler, metal-organik çerçeveler, iyonik sıvılar, nanopartiküller, monolitler gibi farklı kiral seçicilerin ve farklı kiral katkı maddelerin kullanıldığı kiral ayırmalara dayanan çalışmalarda incelenmiştir. Anahtar KelimelerKapiler Elektroforez, kiral selektörler, kiral katkı maddeleri, kiral ayırım.

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A metal organic framework-functionalized monolithic column for enantioseparation of six basic chiral drugs by capillary electrochromatography

Cited by 41 publications

References 34 publications

Chiral Detection with Coordination Polymers

Chiral Detection with Coordination Polymers

S‐citalopram imprinted monolithic columns for capillary electrochromatography enantioseparations

Chiral Separations by Capillary Electrophoresis and related Techniques with Different Chiral Selectors: A Review

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