Abstract by Joel Christopherson
Chemistry and Biochemistry
Synthesis of Staphylococcus aureus Serotype 5 Trisaccharide Antigen
Staphylococcus aureus serotype 5 (SA-5) is a deadly bacterium pathogen commonly found to cause soft tissue infections and subsequent patient deaths in hospitals. SA-5 has recently been known to be resistant to many existing antibiotics. Besides a number of drugs being developed to address this issue, pathogen specific vaccine development becomes our focus. Based on our previous study, we propose that a carbohydrate based vaccine could be an effective tool to prevent such bacterium infection. Thus, we intend to place a sub unit of polysaccharide from SA-5 and carrier protein (Qb particle) together, to generate a new vaccine to combat the SA-5 infectious disease. We now focus on the synthesis of the repeating unit-trisaccharide SA-5, which will be used later for conjugation with Qb particle. The assembly of trisaccharide requires three building blocks, properly protected amino mannonate, l-fucosamine, d-fucosamine. This work is focused on the synthesis of protected d-fucosamine, which involves 14 linear synthetic steps towards the desired molecule.