Event Title
Synthesis of Dipeptide Antimicrobial Agent Analogs on Solid Support
Presentation Type
Oral and/or Visual Presentation
Presenter Major(s)
Cell and Molecular Biology
Mentor Information
Laurie Witucki
Department
Chemistry
Location
Kirkhof Center 2215
Start Date
10-4-2013 12:00 AM
End Date
10-4-2013 12:00 AM
Keywords
Environment, Health, Life Science
Abstract
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.
Synthesis of Dipeptide Antimicrobial Agent Analogs on Solid Support
Kirkhof Center 2215
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.