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  • 1
    Electronic Resource
    Electronic Resource
    Enantiomeric separations of remoxipride, propranolol, and trimipramine on CHIRAL-AGP using micellar chromatography and anionic additives (1993)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 5 (1993), S. 224-228 
    Details
    ISSN: 0899-0042
    Keywords: chiral resolution ; hydrophobic amines ; α1-acid glycoprotein ; Tween® 20 ; anionic additives ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The retentions and enantiomeric resolutions of remoxipride, propranolol, and trimipramine were studied using a CHIRAL-AGP column with micellar mobile phases and aliphatic, anionic additives. The retentions of the compounds, which in neat buffer solution were very high (k′ 〉 50), could be decreased to k′ 〈 10 by adding a mixture of Tween® 20 and heptanoic acid to the mobile phase. The presence of the aliphatic acid was essential in order to increase the enantiomeric selectivity. An efficiency enhancement was obtained by increasing the temperature. With a mobile phase composition optimized for the separation of remoxipride, the possibility of detecting levels of the enantiomeric impurity (R-remoxipride) down to 0.025% in the drug was demonstrated. © 1993 Wiley-Liss, Inc.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530050406
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  • 2
    Electronic Resource
    Electronic Resource
    Retention model for the resolved enantiomers of felodipine on chiral-AGP using micellar mobile phases (1995)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 7 (1995), S. 23-27 
    Details
    ISSN: 0899-0042
    Keywords: felodipine ; retention model ; micellar mobile phases ; chiral resolution ; CHIRAL-AGP ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A retention model for the chiral separation of an uncharged solute, felodipine, on CHIRAL-AGP, using a micellar mobile phase is proposed. The model assumes the presence of two stereoselective sites and each enantiomer was found to interact with different sites. Addition of a chiral aliphatic alcohol, (+)-(S)-2-octanol, preferentially interacted with the binding site for (-)-(S)-felodipine. The monomeric form of the micellar agent (Tween® 20) competed with the enantiomers for the adsorption sites, and the formation of a 1:1 complex between the enantiomers and the micelles was assumed. The retention of the solutes was effectively controlled by adding small quantities (〈1.63 × 10-3 M) of the nonionic detergent Tween 20 to the mobile phase. Baseline separation was achieved by addition of 1.0 mM n-octylamine to the mobile phase; 8.14 × 10-4 M Tween 20 in phosphate buffer pH 7.0. The separation factor (α = 1.74) was unaffected by the detergent concentration in the presence of 1.0 mM n-octylamine. © 1995 Wiley-Liss, Inc.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530070105
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    Paper (German National Licenses)
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