Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: infection due to Streptococcus pneumoniae [ICD11:
XN3PW 
]
NCBI PubMed ID: 14670721Publication DOI: 10.1016/s0008-6215(03)00313-6Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: j.p.kamerling
chem.uu.nl
Institutions: Bijvoet Center, Department of Bio-Organic Chemistry, Section of Glycoscience and Biocatalysis, Utrecht University, Utrecht, the Netherlands
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-GlcpN Ac-(1→O(CH(2))(6)NH(2) (1) and octasaccharide β-D-Galp-(1→4)-β-D-Glcp-(1→6)-[β-D-Galp-(1→4)]-β-D-GlcpN Ac-(1→3)-β-D-Galp-(1→4)-β-D-Glcp-(1→6)-[β-D-Galp-(1→4)]-βD-GlcpNAc-(1→O(CH(2))(6)NH(2) (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.
carbohydrates, Streptococcus pneumoniae, oligosaccharide synthesis
Structure type: oligomer
Location inside paper: abstract
Aglycon: 6-aminohexanol
Contained glycoepitopes: IEDB_130646,IEDB_130697,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_137776,IEDB_1391966,IEDB_140108,IEDB_140110,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_142351,IEDB_142487,IEDB_142488,IEDB_146664,IEDB_149144,IEDB_151531,IEDB_190606,IEDB_983931,SB_145,SB_165,SB_166,SB_173,SB_187,SB_192,SB_195,SB_30,SB_6,SB_7,SB_88
Related record ID(s): 819, 934, 936
NCBI Taxonomy refs (TaxIDs): 1313Reference(s) to other database(s): GTC:G58896AZ, GlycomeDB:
544
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
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