95580-50-0Relevant academic research and scientific papers
Chemo-enzymatic synthesis of a tetra- and octasaccharide fragment of the capsular polysaccharide of Streptococcus pneumoniae type 14
Joosten, John A.F.,Kamerling, Johannis P.,Vliegenthart, Johannes F.G.
, p. 2611 - 2627 (2003)
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.
Building Units of Oligosaccharides, LVIII. - Regioselective Glycosylation at 3'-OH or 4'-OH of Lactose Using Different Catalyst Systems
Paulsen, Hans,Hadamczyk, Doris,Kutschker, Wolfram,Buensch, Almuth
, p. 129 - 141 (2007/10/02)
The lactose derivative 4 with unsubstituted 3'-OH and 4'-OH groups makes regioselective glycosylation reactions possible depending on the chosen type of catalyst system.In the presence of silver triflate, 4 reacts in homogenic phase with the phthalimido b
