N-Acetyl-neuraminic acid is the most abundant member of the sialic acid family. Sialic acids are very important biologically. For example, N-Acetyl-neuraminic acid is the cellular receptor for influenza virus as well as having an important role in tumor cell metastasis. There is a negative charge on sialic acid, which resides on carboxylic group. This negative charge makes sialic acid capable of having important actions on cellular functions, for example transportation of cations, repulsion between cells and changing the conformation of glycoproteins in cell membranes. The synthesis of sialic acid containing glycoconjugates occurs through glycosylation reactions that ideally should lead to the natural glycoside linkage.
To improve the efficiency in sialylations, C-1, C-2, C-4 and C-5 modification have been investigated in particular. C-5 modifications have been the most promising. As a part of research directed to optimizing current methodologies in sialylation reactions, we have worked on C-5 modified thioethyl sialyl donor bearing a picoloyl group at C-4.
|Advisor:||De Meo, Cristina|
|Commitee:||De Meo, Cristina, O'Brien, Leah, Voss, Eric|
|School:||Southern Illinois University at Edwardsville|
|School Location:||United States -- Illinois|
|Source:||MAI 56/01M(E), Masters Abstracts International|
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