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  Synthesis of Streptococcus pneumoniae serotype 9V oligosaccharide antigens

Parameswarappa, S. G., Pereira, C. L., & Seeberger, P. H. (2020). Synthesis of Streptococcus pneumoniae serotype 9V oligosaccharide antigens. Beilstein Journal of Organic Chemistry, 16, 1693-1699. doi:10.3762/bjoc.16.140.

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Item Permalink: http://hdl.handle.net/21.11116/0000-0006-CE61-5 Version Permalink: http://hdl.handle.net/21.11116/0000-0006-CE62-4
Genre: Journal Article

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 Creators:
Parameswarappa, Sharavathi Guddehalli1, Author              
Pereira, Claney Lebev1, Author              
Seeberger, Peter H.1, Author              
Affiliations:
1Peter H. Seeberger - Vaccine Development, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863308              

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Free keywords: antigen; carbohydrate chemistry; oligosaccharide; Streptococcus pneumoniae; vaccines
 Abstract: 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.

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Language(s): eng - English
 Dates: 2020-07-152020
 Publication Status: Published in print
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: -
 Identifiers: DOI: 10.3762/bjoc.16.140
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Title: Beilstein Journal of Organic Chemistry
Source Genre: Journal
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Publ. Info: Frankfurt, Germany : Beilstein-Institut
Pages: - Volume / Issue: 16 Sequence Number: - Start / End Page: 1693 - 1699 Identifier: ISSN: 1860-5397