Issue 7, 2022

On resin synthesis of sulfated oligosaccharides


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.

Graphical abstract: On resin synthesis of sulfated oligosaccharides

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Article information

Article type
Edge Article
02 Nov 2021
29 Jan 2022
First published
31 Jan 2022
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2022,13, 2115-2120

On resin synthesis of sulfated oligosaccharides

T. Tyrikos-Ergas, E. T. Sletten, J. Huang, P. H. Seeberger and M. Delbianco, Chem. Sci., 2022, 13, 2115 DOI: 10.1039/D1SC06063E

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