title: C-5 modifications in N-acetyl-neuraminic acid: scope and limitations.
abstract: Glycoconjugates containing sialic acid are involved in a large variety of biological phenomena, including cell-cell adhesion, recognition by viruses and bacteria, and oncogenesis. Therefore, they are important synthetic targets for the design of drugs and vaccines. In the last decades, different methodologies that improve yield and stereoselectivity in sialylation reactions have been investigated. This review summarizes the latest developments in the synthesis of C-5 modified sialic acid glycosyl donors and glycosyl acceptors and their application in the synthesis of alpha-sialosides.
authors.affiliation: Department of Chemistry, Southern Illinois University Edwardsville, Edwardsville, IL 62026, USA. cdemeo@siue.edu
authors.forename: Cristina
authors.initials: C
authors.lastname: De Meo
authors.forename: Uvege
authors.initials: U
authors.lastname: Priyadarshani
mesh_terms: D001386:Azides / Q000737:chemistry; D019158:N-Acetylneuraminic Acid / Q000031:analogs & derivatives* / Q000737:chemistry*; D023303:Oxazolidinones / Q000737:chemistry; D014269:Trifluoroacetic Acid / Q000737:chemistry
chemical_list: D001386:Azides; D023303:Oxazolidinones; D014269:Trifluoroacetic Acid; D019158:N-Acetylneuraminic Acid