We report the design, synthesis, high resolution structural determination, and biological activity evaluation of conformationally homogeneous 13-membered ring heterocyclic scaffolds as novel µ-turn peptidomimetics.  In our designs, the 1,2,3-triazole moiety serves both as an amide bond surrogate as well as a synthetic handle for facile ring forming reactions via [2+3] Huisgen dipolar cycloaddition. The design of somatostatin receptor subtype selective agonists serves to highlight the utility of this approach.  Through this approach small-molecule heterocyclic scaffolds have been developed that possess highly selective sub-micromolar binding affinity for SSTR-4 or SSTR-5 receptors.  These studies highlight the utility of rigid scaffolds in probing the bioactive conformation of receptor ligand interactions.