Potential formation of intramolecular inclusion complexes in peptido-cyclodextrins as evidenced by NMR spectroscopy

Abstract

Investigations of the structure of β- and γ-cyclodextrin derivatives in solution obtained by grafting amino acids or peptides are presented. These compounds are models for vectorization-dedicated molecular carriers. It is shown that for some amino acids, strong intramolecular self inclusion complexes are formed in aqueous solution. This process strongly depends upon the nature and position of the pertinent amino acid in the peptide sequence. Two dimensional NMR experiments are used in conjunction with competition with external guests to evidence and estimate the strength of these auto-inclusion complexes.