Metal organic framework- modified monolithic column immobilized with pepsin for enantioseparation in capillary electrochromatography

Miao, Pandeng; Zhang, Liu; Zhang, Jian; Ma, Mingxuan; Du, Yingxiang; Gan, Jie; Yang, Jiangxia

doi:10.1016/j.jchromb.2022.123306

Cited by 21 publications

(5 citation statements)

References 30 publications

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“…Pepsin bonded MOF-5 and cellulase functionalized UiO-66-NH 2 were incorporated to an organic monolithic matrix to form the chiral MOF-monolithic capillary column for CEC separation of chiral drugs. 103,104 Chiral COFs as the CSPs for CEC are still in their infancy. A novel chiral COF CB-DA COF, consisting of (S)-1,3,5-tri(4aminophenyl)-2-(2-methylbutoxy)benzene (CB) and 2,5dimethoxyterephthalaldehyde (DA), was covalently bound on amino or epoxy group functionalized silica capillary.…”

Section: ■ Chromatographymentioning

confidence: 99%

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Recent Advances in Separation and Analysis of Chiral Compounds

Yan

2023

Anal. Chem.

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Section: ■ Chromatographymentioning

confidence: 99%

“…In addition to the open-tubular capillary column, the chiral MOF-based monolithic column is also practicable. Pepsin bonded MOF-5 and cellulase functionalized UiO-66-NH 2 were incorporated to an organic monolithic matrix to form the chiral MOF-monolithic capillary column for CEC separation of chiral drugs. , …”

Section: Capillary Electrochromatographymentioning

confidence: 99%

Recent Advances in Separation and Analysis of Chiral Compounds

Yan

2023

Anal. Chem.

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“…Usually, one-step chiral in-situ polymerization is employed to prepare chiral MCCs. The commonly used chiral stationary phases in MCCs are various derivatives of β-cyclodextrin [25][26][27][28], and others include cellulose [29][30][31], pepsin [32,33], polymyxin-B [34] and (S)-(-)−1-(2-naphthyl)ethylamine [35]. It is worth mentioning that metal-organic frameworks [29,32], COFs [30], and gold nanoparticles [36] can improve the enantioseparation ability of chiral MCCs.…”

Section: Introductionmentioning

confidence: 99%

“…The commonly used chiral stationary phases in MCCs are various derivatives of β-cyclodextrin [25][26][27][28], and others include cellulose [29][30][31], pepsin [32,33], polymyxin-B [34] and (S)-(-)−1-(2-naphthyl)ethylamine [35]. It is worth mentioning that metal-organic frameworks [29,32], COFs [30], and gold nanoparticles [36] can improve the enantioseparation ability of chiral MCCs. Though many papers deal with enantioseparations, a clear description of the enantioseparation mechanism of the chiral stationary phase is still lacking.…”

Section: Introductionmentioning

confidence: 99%

Chiral covalent organic framework incorporated organic polymer monolithic capillary column for enantioseparations

Song

Chen

et al. 2023

J of Separation Science

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A chiral covalent organic framework was synthesized, characterized, and incorporated into organic polymer monolithic capillary columns to provide chiral stationary phases for enantioseparations. The prepared monolithic capillary columns were characterized by scanning electron microscopy and elemental analysis. To obtain better enantioseparations, the columns’ preparation conditions, and enantioseparation conditions were optimized. Baseline resolutions of several chiral compounds were obtained with good reproducibility and stability. Furthermore, the mechanism of chiral recognition was investigated using molecular docking with AutoDock. Docking results showed that the enantioselectivity factor rather than resolution is correlated with the binding free energy difference between enantiomers with the chiral covalent organic framework. And abundant acetoxy and nitrile groups as well as benzene rings in the chiral covalent organic framework are responsible for the enantioseparation ability of the chiral monolithic capillary columns.

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“…The higher separation efficiency and lower operating cost than HPLC have driven CEC to be a burgeoning technology. According to different methods of preparing capillary columns, CEC can be divided into three types: open-tube CEC (OT-CEC) [1][2][3][4], packed column CEC [5,6], and monolithic column CEC [7][8][9]. Currently, CEC has become a very important method and technology in the field of chiral separation.…”

Section: Introductionmentioning

confidence: 99%

Preparation of D‐histidine modified zeolitic imidazolate framework‐90 coated capillary column and its application in open‐tube capillary electrochromatography enantioseparation

Niu

Zhang

et al. 2023

J of Separation Science

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Metal‐organic framework materials are a class of novel crystalline porous materials with regular pore structures formed by covalent bonding between metal centers and organic functional groups. Metal‐organic framework materials have attracted great interest in analytical chemistry due to their unique properties such as good stability and permanent porosity. In this work, D‐histidine was used to carry out chiral modification of zeolitic imidazolate framework‐90 under mild conditions, and the D‐histidine modified zeolitic imidazolate framework‐90 coated capillary column was prepared. This chiral capillary column was used to separate epinephrine, norepinephrine, terbutaline, and tryptophan enantiomers. Under optimum conditions, baseline separations were achieved. The intra‐day, inter‐day, and inter‐column relative standard deviations (n = 3) of the four pairs of enantiomeric migration times were 0.15%–0.56%, 0.74%–2.40%, and 1.93%–3.18%, respectively. Moreover, the D‐histidine modified zeolitic imidazolate framework‐90 coated capillary could be reused for at least 150 runs without significant changes in the separation efficiency and migration time.

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Metal organic framework- modified monolithic column immobilized with pepsin for enantioseparation in capillary electrochromatography

Cited by 21 publications

References 30 publications

Recent Advances in Separation and Analysis of Chiral Compounds

Recent Advances in Separation and Analysis of Chiral Compounds

Chiral covalent organic framework incorporated organic polymer monolithic capillary column for enantioseparations

Preparation of D‐histidine modified zeolitic imidazolate framework‐90 coated capillary column and its application in open‐tube capillary electrochromatography enantioseparation

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