Macrocyclic Antibiotics as Chiral Selectors in High-Performance Liquid Chromatography and Capillary Electrophoresis

被引:15
|
作者
Shapovalova, E. N. [1 ]
Fedorova, I. A. [1 ]
Anan'eva, I. A. [1 ]
Shpigun, O. A. [1 ]
机构
[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia
基金
俄罗斯基础研究基金会;
关键词
chiral selectors; macrocyclic antibiotics; chiral chromatography; nonaqueous capillary electrophoresis; mixed selectors; AMINO-ACID ENANTIOMERS; STATIONARY PHASES; ENANTIOSEPARATION; EREMOMYCIN; SEPARATION; VANCOMYCIN; SILICA; PHARMACEUTICALS; RECOGNITION; MECHANISM;
D O I
10.1134/S1061934818110114
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Data on the use of macrocyclic antibiotics (vancomycin, teicoplanin, teicoplanin aglycone, and eremomycin) for the enantioseparation of amino acids, various amino acid derivatives, -phenylcarboxylic acids, -blockers, and some pharmaceutical preparations in reversed-phase and polar-organic HPLC modes are summarized. It is shown that mixed chiral selectors (eremomycin-vancomycin, eremomycin-bovine serum albumin) combine the properties of two selectors. Eremomycin and macrolides (azithromycin, erythromycin, and clarithromycin) are successfully used as chiral selectors in capillary electrophoresis. Aqueous and aqueous-organic supporting electrolytes (SEs) with the addition of eremomycin or nonaqueous supporting electrolytes with the addition of a macrolide are used for enantioseparation. The use of nonaqueous supporting electrolytes decreases the adsorption of the selectors on the quartz capillary surface and enables the separation of enantiomers at a low concentration of a chiral selector. Additions of boric acid into the supporting electrolyte improve the selectivity of separation.
引用
收藏
页码:1064 / 1075
页数:12
相关论文
共 50 条
  • [31] Enantiomeric separation of functionalized ethano-bridged Troger bases using macrocyclic cyclofructan and cyclodextrin chiral selectors in high-performance liquid chromatography and capillary electrophoresis with application of principal component analysis (Reprinted from J Chromatogr B, vol 955, pg 72-80, 2014)
    Weatherly, Choyce A.
    Na, Yun-Cheol
    Nanayakkara, Yasith S.
    Woods, Ross M.
    Sharma, Ankit
    Lacour, Jerome
    Armstrong, Daniel W.
    JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 2014, 968 : 40 - 48
  • [32] Separation of enantiomers of chiral sulfoxides in high-performance liquid chromatography with cellulose-based chiral selectors using acetonitrile and acetonitrile-water mixtures as mobile phases
    Shedania, Zoia
    Kakava, Rusudan
    Volonterio, Alessandro
    Farkas, Tivadar
    Chankvetadze, Bezhan
    JOURNAL OF CHROMATOGRAPHY A, 2020, 1609
  • [33] Enantioseparation by Capillary Electrophoresis Using Ionic Liquids as Chiral Selectors
    Greno, Maider
    Marina, Maria Luisa
    Castro-Puyana, Maria
    CRITICAL REVIEWS IN ANALYTICAL CHEMISTRY, 2018, 48 (06) : 429 - 446
  • [34] Comparative analysis of the full set of methylated β-cyclodextrins as chiral selectors in capillary electrophoresis
    Varga, Erzsebet
    Benkoyics, Gabor
    Darcsi, Andras
    Varnai, Bianka
    Sohajda, Tamas
    Malanga, Milo
    Beni, Szabolcs
    ELECTROPHORESIS, 2019, 40 (21) : 2789 - 2798
  • [35] Development and application of chiral crown ethers as selectors for chiral separation in high-performance liquid chromatography and nuclear magnetic resonance spectroscopy
    Paik, Man-Jeong
    Kang, Jong Seong
    Huang, Bin-Yuan
    Carey, James R.
    Lee, Wonjae
    JOURNAL OF CHROMATOGRAPHY A, 2013, 1274 : 1 - 5
  • [36] Chiral stationary phases based on lactide derivatives for high-performance liquid chromatography
    Pei, Yuanyuan
    Li, Xinyu
    Zeng, Guangjian
    Gao, Yuting
    Wen, Tao
    JOURNAL OF CHROMATOGRAPHY A, 2022, 1661
  • [37] Comparative Enantiomer-Resolving Ability of Coated and Covalently Immobilized Versions of Two Polysaccharide-Based Chiral Selectors in High-Performance Liquid Chromatography
    Beridze, Nino
    Tsutskiridze, Eka
    Takaishvili, Nino
    Farkas, Tivadar
    Chankvetadze, Bezhan
    CHROMATOGRAPHIA, 2018, 81 (04) : 611 - 621
  • [38] Chiral separation of quinolones by liquid chromatography and capillary electrophoresis
    Ali, Imran
    Suhail, Mohd
    Asnin, Leonid
    JOURNAL OF SEPARATION SCIENCE, 2017, 40 (14) : 2863 - 2882
  • [39] Development of high-performance liquid chromatography and nonaqueous capillary electrophoresis methods for the separation of calixarene derivatives
    Ding, Chenghua
    Han, Po
    Song, Juanmei
    Liu, Hongxia
    Zhang, Shusheng
    Ye, Baoxian
    Wu, Yangjie
    ANALYTICA CHIMICA ACTA, 2006, 566 (02) : 246 - 252
  • [40] Carbohydrates as chiral selectors for capillary electrophoresis of racemic drugs
    DHulst, A
    Verbeke, N
    ENANTIOMER, 1997, 2 (01): : 69 - 79