Synthesis of Dipeptide Antimicrobial Agent Analogs on Solid Support

Antibiotics, produced naturally by microorganisms, have been used for decades in the battle against pathogenic microbes. Bacterial resistance to antibiotics is an ongoing medical issue throughout the world. In an effort to produce high yielding synthetic bromobenzene-derived antimicrobial agents, a dipeptide analog was built exclusively on solid support. From previous success with a single tyr-analog, a short gly-tyr sequence was synthesized on a Wang Resin, and the rest of the molecule was built on solid support utilizing amide bond synthesis techniques. Kaiser and chloranil tests confirmed the presence of free primary aliphatic and primary aromatic amines, respectively. After cleavage from its support, thin layer chromatography was used to determine the purity of the end product. 1H NMR spectroscopy was employed to characterize the structure of the molecule. The synthesized compound was assayed for antimicrobial activity using E. coli and S. aureus bacteria