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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Electrophoresis 15 (1994), S. 804-807 
    ISSN: 0173-0835
    Keywords: Chemistry ; Biochemistry and Biotechnology
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Free capillary zone electrophoresis with the negatively charged polyanion of the β-cyclodextrin sulfobutyl ether (SBE-β-CD) as a chiral additive was used for the resolution of basic racemic drugs. High enantioselectivity was established for some racemic compounds using extremely low (micromolar) concentrations of the chiral additive. The dependencies of the migration times and the selectivity of the enantioseparation on the concentration of the chiral additive and the pH of the run buffer were studied. Examples of the chiral separation in counter-current flows of discrete zones of the chiral selector and the racemic compound as well as separation of the neutral racemic compound thalidomide in a micellar electrokinetic chromatography-like modus were demonstrated using SBE-β-CD.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 0173-0835
    Keywords: Opposite migration order of enantiomers ; Enantioseparation in capillary electrophoresis ; Chiral recognition in nuclear magnetic resonance spectroscopy ; Electrospray ionization mass spectrometry of cyclodextrin complexes ; Cyclodextrins ; (±)-chlorpheniramine ; Chemistry ; Biochemistry and Biotechnology
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Markedly different chiral separation abilities were observed for native β-cyclodextrin (β-CD), carboxymethyl-β-CD (CM-β-CD) and heptakis (2,3,6-tri-O-methyl)-β-CD (TM-β-CD) towards the enantiomers of (±)-chlorpheniramine ((±)-CHL) in capillary electrophoresis (CE). Native β-CD afforded almost baseline enantioseparation at a concentration of 18 mg/mL, whereas only 1 mg/mL solution of CM-β-CD was required for adequate enantioseparation. TM-β-CD allowed the nearly baseline enantioseparation only at a concentration as high as 80 mg/mL. Moreover, the migration order of (±)-CHL in the presence of TM-β-CD was opposite to that with β-CD and CM-β-CD. 1H and 13C-NMR spectroscopy and electrospray ionization mass spectrometry (ESI-MS) have been used in order to obtain preliminary information about the stoichiometry and the binding constants in the intermolecular diastereomeric complexes of (±)-CHL with these CDs.
    Additional Material: 10 Ill.
    Type of Medium: Electronic Resource
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  • 3
    ISSN: 0173-0835
    Keywords: Methadone ; 2-Ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidone ; Enantioselectivity ; Capillary electrophoresis ; Chemistry ; Biochemistry and Biotechnology
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: A capillary electrophoresis method has been developed for the enantioselective determination of methadone and its main metabolite 2-ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidine (EDDP) in serum and urine. After addition of the internal standard diphenhydramine, the serum and urine samples were extracted at pH 9-10 with n-hexane. Different cyclodextrins were tested for use as chiral selectors. The best results for simultaneous separation of methadone and EDDP were obtained using heptakis-(2,6-di-O-methyl)-β-cyclodextrin (DIMEB). Data on the accuracy and precision of the method are presented. The method was applied to serum, urine, and hair samples, from individuals undergoing methadone therapy, under consideration of multi-drug abuse.
    Additional Material: 10 Ill.
    Type of Medium: Electronic Resource
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