239466-01-4

Upstream product

• 239466-00-3 N-[(2S,3R,4R,5S,6R)-2-((2R,3S,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl]-acetamide 
• 3150-24-1 4-nitrophenyl-β-D-galactopyranoside 
• 239465-99-7 phenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1→2)-3,4,6-tri-Oacetyl-1-thio-α-D-mannopyranoside 
• 108-98-5 thiophenol 
• 126354-04-9 O-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-acetyl-D-mannopyranose 

Downstream Products

• 239466-02-5 acetic acid 3-acetoxy-5-[4-acetoxy-6-acetoxymethyl-3-acetylamino-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-acetoxymethyl-6-phenylsulfanyl-tetrahydro-pyran-4-yl ester 

Relevant academic research and scientific papers

The first synthesis of Neu5Acα2-3Galβ1-4GlcNAcβ1-2Manα1-Ser a newly discovered component of α-dystroglycan

Glycopeptide (1), Neu5Acα2-3Galβ1-4GlcNAcβ1-2Manα1-Ser, was synthesized using a chemoenzymatic strategy. Galβ1-4GlcNAcβ1-2Man trisaccharide was prepared using glycosidase assisted oligosaccharide synthesis. After coupling of this trisaccharide with a serine derivative by chemical glycosylation, sialic acid was introduced using sialyltransferase to produce a tetrasaccharide serine derivative. Removal of protecting group afforded glycopeptide (1). Use of a chemoenzymatic strategy allowed for the elimination of numerous synthetic steps and efficient preparation of the target compound.