Synthesis and characterization of peptidyl-cyclodextrins dedicated to drug targeting

Abstract

We have synthesized and investigated 8 peptidyl-cyclodextrin adducts in order to validate the general concept of drug-targeting. The adducts are composed of a β- or γ-cyclodextrin part and a peptidic moiety consisting of the neuropeptide Substance P or one of its shorter derivatives, Substance P_4–11. All these new compounds were fully characterized by dedicated NMR experiments and by mass spectrometry. The inclusion properties of the cyclodextrin moiety were also preserved as demonstrated by NMR experiments. Antibodies raised against β-, γ-cyclodextrin and Substance P, respectively, recognized the corresponding moiety in all prepared peptidyl-cyclodextrin derivatives.