We report the first synthesis of sanguinamide B analogues. Substituting N-methylated (N- Me) amino acids, glycine (Gly), and l-or d-phenylalanine (Phe) into the backbone of sanguinamide B showed that only l-and d-Phe residues controlled the macrocycle conformation. The N-methylated and glycine analogues all had multiple conformations, whereas the l-and d-Phe derivatives only had a single conformation. Testing of all ...