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  • Title: Large cyclic peptides as cores of multivalent ligands: application to inhibitors of receptor binding by cholera toxin.
    Author: Zhang Z, Liu J, Verlinde CL, Hol WG, Fan E.
    Journal: J Org Chem; 2004 Oct 29; 69(22):7737-40. PubMed ID: 15498005.
    Abstract:
    Large cyclic decapeptides (up to 50-atom ring) were synthesized efficiently on the solid phase with allyl-ester protection of the carboxyl terminus during elongation. Pentavalent ligands, in a "core-linker-finger" modular setup, were assembled by using these cyclic peptide cores to demonstrate large affinity gains for inhibition of surface receptor binding by the cholera toxin B pentamer. The results suggest that the peptide cores retain expanded conformation in solution so that shorter flexible linkers are needed for larger peptide cores to achieve the best inhibitory results.
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