Synthesis of novel amphiphilic conjugates with a biological recognition function for developing targeted triggered liposomal delivery systems |
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Authors: | Nicolai BrodersenAnna Arbuzova,Andreas HerrmannHolger Egger,Jü rgen Liebscher |
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Affiliation: | a Institute of Chemistry, Humboldt-University Berlin, Brook-Taylor-Str. 2, 12489 Berlin, Germany b Institute of Biology/Biophysics, Humboldt-University Berlin, Invalidenstr. 42, 10115 Berlin, Germany c Bayer Technology Services GmbH, Product Design and Nanotechnology, Building E41, D-51368 Leverkusen, Germany |
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Abstract: | Several novel amphiphilic lipid derivatives were synthesized consisting of a lipid anchor connected to the hydrophilic moiety via a disulfide or glycoside bond and biotin linked to the hydrophilic part. Disulfide bonds were established by the help of 4-phenyltriazol-3,5-dione. Dansyl or fluorescein was covalently linked as fluorescent marker to some of the conjugates, allowing spectroscopic and microscopic detection. The conjugates represent first amphiphilic lipids carrying all four functions, i.e., lipophilic, hydrophilic, recognition, and disulfide cleavage group in one molecule, which are necessary for targeted, triggered drug delivery from phospholipid liposomes on demand. |
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Keywords: | Amphiphile Lipid Disulfide Biological recognition Drug delivery Glucoside Lipids Membranes |
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