Lipase-based MIL-100(Fe) biocomposites as chiral stationary phase for high-efficiency capillary electrochromatographic enantioseparation

被引:6
|
作者
Sun, Genlin [3 ]
Choi, Dong Min [2 ]
Xu, Helong [3 ]
Baeck, Sung Hyeon [2 ]
Row, Kyung Ho [2 ]
Tang, Weiyang [1 ,2 ,4 ,5 ,6 ]
机构
[1] Hangzhou Normal Univ, Sch Pharm, Hangzhou 311121, Peoples R China
[2] Inha Univ, Educ & Res Ctr Smart Energy & Mat, Dept Chem & Chem Engn, Incheon 402701, South Korea
[3] Jiangxi Univ Chinese Med, Dept Pharm3, Nanchang 330004, Jiangxi, Peoples R China
[4] Hangzhou Normal Univ, Key Lab Elemene Class Anticanc Chinese Med, Hangzhou 311121, Zhejiang, Peoples R China
[5] Hangzhou Normal Univ, Engn Lab Dev & Applicat Tradit Chinese Med, Hangzhou 311121, Zhejiang, Peoples R China
[6] Hangzhou Normal Univ, Collaborat Innovat Ctr Tradit Chinese Med Zhejian, Hangzhou 311121, Zhejiang, Peoples R China
基金
新加坡国家研究基金会;
关键词
Chiral separation; Lipase; Metal-organic frameworks; Immobilization; Capillary electrochromatography; METAL-ORGANIC FRAMEWORKS; DANSYL AMINO-ACIDS; SEPARATION; ENANTIOMERS; CHLORIDE;
D O I
10.1007/s00604-023-05647-9
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
A novel chiral porous column was fabricated by lipase immobilized MIL-100(Fe) biocomposites as chiral stationary phase through covalent coupling and applied to capillary electrochromatographic enantioseparation. MOF-based lipase biocomposites not only enhance stereoselective activities but also improve the stability and applicability of the enzyme. The functionalized porous columns were characterized by Fourier transform infrared spectroscopy, scanning electron microscopy, and powder X-ray diffraction. The performance of the porous column was evaluated by enantioseparating amino acid enantiomers, affording high resolution over 2.0. Besides, the enantio-resolutions of phenylephrine, phenylsuccinic acid, chloroquine, and zopiclone were also greater than 2.0. The relative standard deviations of run-to-run, intra-, and inter-day repeatability were within 4.0% in terms of resolution and retention time, exhibiting excellent stability of the column. Conceivably, the results show that MOF-based lipase composites as chiral stationary phase offer a highly efficient means for enantioseparation in capillary electrochromatography, attributing to the enhanced enantioselective activities of lipase by highly ordered frameworks.
引用
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页数:10
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  • [31] Determination of insecticide residues in beverages based on MIL-100(Fe) dispersive solid-phase microextraction in combination with dispersive liquid-liquid microextraction followed by HPLC-MS/MS
    Bai, Baoqing
    Guo, Yanli
    Meng, Siyuan
    Gong, Yaozhong
    Bo, Tao
    Zhang, Jinhua
    Shen, Dan
    Fan, Sanhong
    Yang, Yukun
    [J]. Food Chemistry, 2024, 453
  • [32] High-performance liquid chromatographic enantioseparation of α-substituted glycine analogs on a quinine-based anion-exchanger chiral stationary phase under variable temperature conditions
    Torok, Roland
    Berkecz, Robert
    Peter, Antal
    [J]. JOURNAL OF CHROMATOGRAPHY A, 2006, 1120 (1-2) : 61 - 68
  • [33] Ultra-fast high-efficiency enantioseparations by means of a teicoplanin-based chiral stationary phase made on sub-2 μm totally porous silica particles of narrow size distribution
    Ismail, Omar H.
    Ciogli, Alessia
    Villani, Claudio
    De Martino, Michela
    Pierini, Marco
    Cavazzini, Alberto
    Bell, David S.
    Gasparrini, Francesco
    [J]. JOURNAL OF CHROMATOGRAPHY A, 2016, 1427 : 55 - 68
  • [34] High-efficiency two-dimensional separation of natural products based on β-cyclodextrin stationary phase working in both hydrophilic and reversed hydrophobic modes
    Sheng, Qianying
    Wang, Ling
    Zhang, Leyuan
    Wang, Xue
    Qian, Shengxu
    Lan, Minbo
    Qing, Guangyan
    Liang, Xinmiao
    [J]. Journal of Chromatography A, 2022, 1673
  • [35] High-performance liquid chromatography enantioseparation of proton pump inhibitors using the immobilized amylose-based Chiralpak IA chiral stationary phase in normal-phase, polar organic and reversed-phase conditions
    Cirilli, Roberto
    Ferretti, Rosella
    Gallinella, Bruno
    De Santis, Emiliana
    Zanitti, Leo
    La Torre, Francesco
    [J]. JOURNAL OF CHROMATOGRAPHY A, 2008, 1177 (01) : 105 - 113
  • [36] Immobilized Cellulose-Based Chiralpak IC Chiral Stationary Phase for Enantioseparation of Eight Imidazole Antifungal Drugs in Normal-Phase, Polar Organic Phase and Reversed-Phase Conditions Using High-Performance Liquid Chromatography
    Junyuan Zhang
    Jiayi Sun
    Yanru Liu
    Jia Yu
    Xingjie Guo
    [J]. Chromatographia, 2019, 82 : 649 - 660
  • [37] Immobilized Cellulose-Based Chiralpak IC Chiral Stationary Phase for Enantioseparation of Eight Imidazole Antifungal Drugs in Normal-Phase, Polar Organic Phase and Reversed-Phase Conditions Using High-Performance Liquid Chromatography
    Zhang, Junyuan
    Sun, Jiayi
    Liu, Yanru
    Yu, Jia
    Guo, Xingjie
    [J]. CHROMATOGRAPHIA, 2019, 82 (03) : 649 - 660
  • [38] High-performance liquid chromatographic enantioseparation of 3,5-disubstituted hydantoins analogs and temperature-induced reversals of elution orders on a polysaccharide-based chiral stationary phase
    Yang, Xinying
    Su, Li
    Hou, Xuben
    Ding, Shengyong
    Xu, Wenfang
    Wang, Binghe
    Fang, Hao
    [J]. JOURNAL OF CHROMATOGRAPHY A, 2014, 1355 : 291 - 295
  • [39] High-performance liquid chromatographic enantioseparation of β-amino acid stereoisomers on a (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid-based chiral stationary phase
    Berkecz, Robert
    Sztojkov-Ivanov, Anita
    Ilisz, Istvan
    Forro, Eniko
    Fulop, Ferenc
    Hyun, Myung Ho
    Peter, Antal
    [J]. JOURNAL OF CHROMATOGRAPHY A, 2006, 1125 (01) : 138 - 143
  • [40] High-performance liquid chromatographic enantioseparation of β-3-homo-amino acid stereoisomers on a (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid-based chiral stationary phase
    Berkecz, Robert
    Ilisz, Istvan
    Fueloep, Ferenc
    Pataj, Zoltan
    Hyun, Myung Ho
    Peter, Antal
    [J]. JOURNAL OF CHROMATOGRAPHY A, 2008, 1189 (1-2) : 285 - 291