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1. (Article ID: 42)
 
Demchenko AV, Boons GJ
A highly convergent synthesis of a complex oligosaccharide derived from group B type III Streptococcus
Journal of Organic Chemistry 66(8) (2001) 2547-2554
 

An efficient synthesis of a heptasaccharide derived from group B type III Streptococcus carrying an artificial spacer (1) is described. Rapid assembly of a protected heptasaccharide (16a) is accomplished from readily available building blocks 2-5 without a single protecting group manipulation between glycosylation steps. The synthetic strategy may be applied to the assembly of other branched complex oligosaccharides. The deprotected heptasaccharide 1 was coupled to a poly[N-(acryloyloxy)succinimide, and the resulting material will be used for the development of an ELISA assay to detect antibodies against GBS, type III in pregnant women

synthesis, oligosaccharide, Streptococcus, group, type, complex

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2. (Article ID: 220)
 
Wimmer N, Brade H, Kosma P
Synthesis of neoglycoproteins containing D-glycero-D-talo-oct-2-ulopyranosylonic acid (Ko) ligands corresponding to core units from Burkholderia and Acinetobacter lipopolysaccharide
Carbohydrate Research 329(3) (2000) 549-560
 

Glycal esters of Kdo derivatives were converted into 2,3-anhydro intermediates, which were transformed into D-glycero-D-talo-oct-2-ulopyranosylonic acid (Ko), as well as 3-O- and 4-O-p-nitrobenzoyl-Ko derivatives. The exo-allyl orthoester derivative, methyl {5,7,8-tri-O-acetyl-4-O-(4-nitrobenzoyl)-2,3-O-[(1-exo-allyloxy)-ethylidene]-Dglycero-b-D-talo-oct-2-ulopyranos}onate, prepared from the 4-O-pNBz-protected Ko derivative, was elaborated into the a-Ko allyl ketoside, the reducing disaccharide a-Kdop-(2→4)-Ko and the disaccharide a-Kdop-(2→4)-Kop-(2→OAll). Conversely, methyl[4,5,7,8-tetra-O-acetyl-3-O-(4-nitrobenzoyl)-a-D-glycero-D-talo-2-octulopyranosyl bromide] onate [Carbohydr. Res., 244 (1993) 69-84], was coupled with a Kdo acceptor to give the disaccharide a-Kop-(2→4)-Kdop-(2→OAll) after orthoester rearrangement and deprotection. The allyl glycosides were treated with cysteamine and converted into neoglycoproteins. The ligands correspond to inner core units from Acinetobacter haemolyticus and Burkholderia cepacia lipopolysaccharides.

Lipopolysaccharide, synthesis, core, Burkholderia, acid, Acinetobacter, epitope, epitopes, specific, Ko, ligand, Ligands, neoglycoprotein, neoglycoproteins

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3. (Article ID: 221)
 
Winn AM, Miller AW, Wilkinson SG
Structure of the O10 antigen of Stenotrophomonas (Xanthomonas) maltophilia
Carbohydrate Research 267 (1995) 127-133
 

A polysaccharide containing L-rhamnose and L-xylose was isolated from the lipopolysaccharide extracted from the cell walls of the reference strain for Stenotrophomonas (Xanthomonas) maltophilia serogroup O10. By means of NMR studies and methylation analysis, the repeating unit of the polymer was identified as a branched tetrasaccharide of the structure shown. [formula: see text]

Lipopolysaccharide, antigen, LPS, structure, polysaccharide, O-antigen, Pseudomonas, Stenotrophomonas maltophilia, Stenotrophomonas, Xanthomonas, Xanthomonas maltophilia

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