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Updated: Jul 4, 2025

Chemo-enzymatic Synthesis of N-glycans for Array Development and HIV Antibody Profiling
Published on: February 5, 2018
Synthesis of a heparan sulfate tetrasaccharide using automated glycan assembly
Imlirenla Pongener1, Eric T Sletten2, José Danglad-Flores2
1School of Chemical and Physical Sciences & Centre for Glycoscience, Keele University, Keele, Staffordshire, ST5 5BG, UK. g.j.miller@keele.ac.uk.
Abstract:
Herein we utilise automated glycan assembly to complete solid-phase synthesis of defined heparan sulfate oligosaccharides, employing challenging D-glucuronate disaccharide donors. Using an orthogonally protected D-GlcN-α-D-GlcA donor, milligram-scale synthesis of a heparan sulfate tetrasaccharide is completed in 18% yield over five steps. Furthermore, orthogonal protecting groups enabled regiospecific on-resin 6-O-sulfation. This methodology provides an important benchmark for the rapid assembly of biologically relevant heparan sulfate sequences.
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