Synthesis and Biological Evaluation of a Glycoprotein as Antibacterial Agent

Overview

Objectives/Goals The purpose of this project was to synthesize cell surface carbohydrates found on both bacterial and human cell walls as modified glycoconjugates to assist in the inhibition of bacterial binding to human cells and eliminating bundle forming pili. They will serve as receptors, meant to inhibit localized adherence of the bundle forming pili of bacteria such as mutant Enteropathogenic Escherichia Coli. Methods/Materials The synthesis included the incorporation of the N-benzoyl lactosamine with 8-methoxycarbonyloctyl linker for its attachment to the protein (BSA). The synthesis of the glycoprotein involved the preparation of the monosaccharide components followed by their attachment to each other and finally to the carrier protein. Two key building block intermediates given the names acceptor and donor monosaccharide respectively were synthesized and joined together via a glycosylation reaction to obtain the protected disaccharide. The glycoprotein that was synthesized was then put through the first of a two part biological testing. The first of which, included testing whether the formed glycoprotein would disrupt an already colonized group of E-Coli. This was done through a MIC (Minimum Inhibitory Concentration) test. The second part of the biological testing is currently underway and tests the binding efficiencies of the glycoprotein to the E-Coli (EPEC)and if the glycoprotein prevents EPEC from colonizing and damaging the host cell. Results The accuracy with respect to structure of the product obtained was confirmed with NMR results. Furthermore, the accuracy of the product achieved with respect to molecular weight was achieved through mass spectrum analysis. The mass spectrum of the desired compound was estimated to be around 638 mass units. Mass spectrum of the compound synthesized showed the final official mass of 638.37 mass units confirming the great accuracy of the product. The MIC test showed that the glycoprotein does not disrupt already colonized bacteria. This, although, was expected for the glycoprotein was designed to inhibit the binding of the EPEC to the host cell (currently under testing), essentially to prevent colonization from ever occurring, not to disrupt already colonized bacteria. Conclusions/Discussion In conclusion, the desired glycoprotein was synthesized with great accuracy. The first of the two part biological testing has been completed and the second part is currently underway.

Awards (1)

• Category Award

Competition history

• CSEF 2006 Biochemistry/ Molecular Biology · Entry S0423

Resources

• CSEF project summary ↗

Related projects

Closest projects by meaning, across every fair and year in the corpus.

Browse more like this

• All Cellular and Molecular Biology projects
• CSEF Cellular and Molecular Biology projects
• Every CSEF 2006 project