Antimicrobial peptide (AMP) is one of the key components of the immune system found in various plants, insect, and animals. The main mechanism is known to attach and destroy the bacterial cells membrane or to penetrate the cell membrane and inhibit cell metabolism. To date, there have been active investigations to imitate these peptides and build new artificial systems that complement their disadvantages such as proteolysis, low in vivo efficacy, and hemolytic behavior. In this study, we design and synthesize a novel AMP mimetic polyethers by using three functional epoxide monomers mimicking natural amino acid. All monomers are successfully synthesized and copolymerized by anionic ring-opening polymerization (AROP). Their biological activities toward diverse bacteria and the hemolytic concentration toward human red blood cell are determined. We anticipate the potentials of designer epoxide monomers for the synthesis of functional polyethers toward peptidomimetics.