651008-05-8

Upstream product

• 1445-45-0 Trimethyl orthoacetate 
• 651008-04-7 6-azidohexyl (2,6-di-O-acetyl-β-D-galactopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->6)-2-deoxy-3,4-di-O-p-methylbenzoyl-2-phthalimido-β-D-glucopyranoside 
• 651008-03-6 6-azidohexyl (2,6-di-O-acetyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1->6)-2-deoxy-3,4-di-O-p-methylbenzoyl-2-phthalimido-β-D-glucopyranoside 
• 651007-96-4 6-azidohexyl 6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 651007-95-3 6-azidohexyl 2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 651007-98-6 6-azidohexyl 2-deoxy-3,4-di-O-p-methylbenzoyl-2-phthalimido-β-D-glucopyranoside 

Relevant academic research and scientific papers

Chemo-enzymatic synthesis of a tetra- and octasaccharide fragment of the capsular polysaccharide of Streptococcus pneumoniae type 14

The chemo-enzymatic synthesis is described of tetrasaccharide β-D-Galp-(1→4)-β-D-Glcp-(1→6)-[β-D-Galp-(1→4)] -β-D-GlcpNAc-(1→O(CH2)6NH2 (1) and octasaccharide β-D-Galp-(1→4)-β-D-Glcp-(1→6)-[β-D-Galp- (1→4)]-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4) -β-D-Glcp-(1→6)-[β-D-Galp-(1→4)]-β-D-GlcpNAc- (1→O(CH2)6NH2 (2), representing one and two tetrasaccharide repeating units of Streptococcus pneumoniae serotype 14 capsular polysaccharide. In a chemical approach, the intermediate linear trisaccharide 3 and hexasaccharide 4 were synthesized. Galactose residues were β-(1→4)-connected to the internal N-acetyl-β-D-glucosamine residues by using bovine milk β-1,4-galactosyltransferase. Both title oligosaccharides will be conjugated to carrier proteins to be tested as potential vaccines in animal models.