The synthesis of model heptapeptides bearing a host and a guest side c
hains at different positions is reported. These peptidic structures we
re designed in such a way that specific backbone; conformations could
be induced and stabilized by cooperative side chain interactions. Alth
ough circular dichroism studies demonstrated that intra- and intermole
cular host guest interactions are involved in the stabilization of the
peptidic conformation, they are not strong enough to induce a complet
e conformational reorganization.