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  On resin synthesis of sulfated oligosaccharides

Tyrikos-Ergas, T., Sletten, E. T., Huang, J.-Y., Seeberger, P. H., & Delbianco, M. (2022). On resin synthesis of sulfated oligosaccharides. Chemical Science, 13(7), 2115-2120. doi:10.1039/D1SC06063E.

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 Creators:
Tyrikos-Ergas, Theodore1, Author              
Sletten, Eric T.2, Author              
Huang, Jhih-Yi1, Author              
Seeberger, Peter H.2, Author              
Delbianco, Martina1, Author              
Affiliations:
1Martina Delbianco, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_2559692              
2Peter H. Seeberger - Automated Systems, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863306              

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 Abstract: Sulfated glycans are involved in many biological processes, making well-defined sulfated oligosaccharides highly sought molecular probes. These compounds are a considerable synthetic challenge, with each oligosaccharide target requiring specific synthetic protocols and extensive purifications steps. Here, we describe a general on resin approach that simplifies the synthesis of sulfated glycans. The oligosaccharide backbone, obtained by Automated Glycan Assembly (AGA), is subjected to regioselective sulfation and hydrolysis of protecting groups. The protocol is compatible with several monosaccharides and allows for multi-sulfation of linear and branched glycans. Seven diverse, biologically relevant sulfated glycans were prepared in good to excellent overall yield.

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Language(s): eng - English
 Dates: 2022-01-312022
 Publication Status: Published in print
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 Rev. Type: -
 Identifiers: DOI: 10.1039/D1SC06063E
BibTex Citekey: D1SC06063E
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Title: Chemical Science
  Other : Chem. Sci.
Source Genre: Journal
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Publ. Info: Cambridge, UK : Royal Society of Chemistry
Pages: - Volume / Issue: 13 (7) Sequence Number: - Start / End Page: 2115 - 2120 Identifier: ISSN: 2041-6520