Synthesis of Streptococcus pneumoniae serotype 9V oligosaccharide antigens
| Autor: | Peter H. Seeberger, Sharavathi Guddehalli Parameswarappa, Claney L. Pereira |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
Serotype
Glycan Glycoconjugate medicine.disease_cause 01 natural sciences Microbiology lcsh:QD241-441 03 medical and health sciences chemistry.chemical_compound antigen carbohydrate chemistry lcsh:Organic chemistry Conjugate vaccine Streptococcus pneumoniae medicine oligosaccharide lcsh:Science 030304 developmental biology streptococcus pneumoniae chemistry.chemical_classification 0303 health sciences biology 010405 organic chemistry Organic Chemistry Mannosamine vaccines Oligosaccharide biology.organism_classification 0104 chemical sciences chemistry biology.protein lcsh:Q Bacteria |
| Zdroj: | Beilstein Journal of Organic Chemistry, Vol 16, Iss 1, Pp 1693-1699 (2020) Beilstein Journal of Organic Chemistry |
| ISSN: | 1860-5397 |
| Popis: | Streptococcus pneumoniae (SP) bacteria cause serious invasive diseases. SP bacteria are covered by a capsular polysaccharide (CPS) that is a virulence factor and the basis for SP polysaccharide and glycoconjugate vaccines. The serotype 9V is part of the currently marketed conjugate vaccine and contains an acetate modification. To better understand the importance of glycan modifications in general and acetylation in particular, defined oligosaccharide antigens are needed for serological and immunological studies. Here, we demonstrate a convergent [2 + 3] synthetic strategy to prepare the pentasaccharide repeating unit of 9V with and without an acetate group at the C-6 position of mannosamine. |
| Databáze: | OpenAIRE |
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