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  Synthesis of oligosaccharides resembling the Streptococcus suis serotype 18 capsular polysaccharide as a basis for glycoconjugate vaccine development

Singh, R. K., Sianturi, J., & Seeberger, P. H. (2022). Synthesis of oligosaccharides resembling the Streptococcus suis serotype 18 capsular polysaccharide as a basis for glycoconjugate vaccine development. Organic Letters, 24(12), 2371-2375. doi:10.1021/acs.orglett.2c00596.

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 Creators:
Singh, Rajat Kumar1, Author              
Sianturi, Julinton1, Author              
Seeberger, Peter H.1, Author              
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1Peter H. Seeberger - Vaccine Development, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863308              

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 Abstract: Here we report the first total synthesis of several oligosaccharides resembling the capsular polysaccharide of swine pathogen S. suis serotype 18 repeating unit [→3)-d-GalNAc(α1-3)[d-Glc(β1-2)]-d-GalA4OAc(β1-3)-d-GalNAc(α1-3)-d-BacNAc4NAc(α1→]n. Access to the pentasaccharide repeating unit antigen proved to be very challenging due to the poor reactivity in the context of the trisaccharide. The challenge was overcome by the creation of a galacturonic acid in a late stage of the synthesis.

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Language(s): eng - English
 Dates: 2022-03-212022
 Publication Status: Published in print
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 Identifiers: DOI: 10.1021/acs.orglett.2c00596
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Title: Organic Letters
  Abbreviation : Org. Lett.
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 24 (12) Sequence Number: - Start / End Page: 2371 - 2375 Identifier: ISSN: 1523-7060