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  • 1
    ISSN: 0170-2041
    Keywords: Amphiphiles, chiral ; Differential scanning calorimetry ; Fluorescence anisotropy ; Liposomes ; s-Triazines ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis and Aggregation Behaviour of Chiral Cysteine Amphiphiles with s-Triazine as Connecting UnitSeveral homologous liposome building blocks 3 with L-cysteine as chiral hydrophilic head group are synthesized. s-Triazine serves as connecting unit between cysteine and the lipophilic alkyl chains. The phase transition temperatures of the lipids are determined by DSC or fluorescence anisotropy. It can be shown, that the relationship between nature and length of the chains and the phase transition temperature corresponds to that of phospholipids. Encapsulation experiments with ionic water-soluble dyes give some hints that the vesicles prepared in phosphate buffer (pH = 7.0) interact with cationic but not with anionic hydrophilic substances.
    Notes: Es werden homologe Liposomenbausteine 3 mit L-Cystein als chirale hydrophile Kopfgruppe synthetisiert. Als Verknüpfungseinheit zwischen Cystein und den lipophilen Alkylketten dient s-Triazin. Mittels DSC- und Fluoreszenz-Anisotropie-Messungen lassen sich die Phasenübergangstemperaturen der Lipide bestimmen. Es kann gezeigt werden, daß eine den Phospholipiden analoge Relation zwischen Art und Länge der Ketten und der Phasenübergangstemperatur besteht. Einschlußversuche mit ionischen wasserlöslichen Farbstoffen ergeben Hinweise auf eine Interaktion der in Phosphatpuffer (pH = 7.0), gebildeten Vesikel mit kationischen, nicht jedoch mit anionischen hydrophilen Substanzen.
    Additional Material: 7 Tab.
    Type of Medium: Electronic Resource
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