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  • Title: Synthesis of a lipid/peptide/drug conjugate: N4-(acylpeptidyl)-ara-C.
    Author: Menger FM, Guo Y, Lee AS.
    Journal: Bioconjug Chem; 1994; 5(2):162-6. PubMed ID: 8031880.
    Abstract:
    A lipid/peptide/drug conjugate, N4-(acylpeptidyl)-ara-C, is synthesized under mild conditions to give an ara-C prodrug protected against cytidine deaminase-catalyzed deactivation. The compounds can be bound, via their hydrocarbon tails, to phospholipid membranes and examined for chymotrypsin-induced drug release. A tripeptide is too short to permit efficient enzyme/membrane contact and subsequent freeing of the drug. Faster rates can, presumably, be achieved by "fine tuning" the length and polarity of the peptide spacer attached to the drug.
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