Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: infection due to Streptococcus pneumoniae [ICD11:
XN3PW 
]
NCBI PubMed ID: 9691443Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Bijuoet Center, Department of Bio-Organic Chemistry, Utrecht University, Utrecht, The Netherlands
In the framework of studies towards oligosaccharide-conjugate based vaccines against Streptococcus pneumoniae, the synthesis is reported of four spacer-containing tetrasaccharides that each can be conceived as representing a repeating unit of the capsular polysaccharide of S. pneumoniae serotype 6B, namely, 3-aminopropyl D-ribityl-(5→hydrogen phosphate→2)-α-D-galactopyranosyl-(1→3)-α-D-glucopyranosyl-(1→3)-α-L-rhamnopyranoside, 3-aminopropyl α-L-rhamnopyranosyl-(1→4)-D-ribityl-5(→hydrogen phosphate→2)-α-D-galactopyranosyl-(1→3)-α-D-glucopyranoside, 3-aminopropyl α-D-glucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→4)-D-ribityl-(5→hydrogen phosphate→2)-α-D-galactopyranoside, and α-D-galactopyranosyl-(1→3)-α-D-glucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→4)-5-O-(3-aminopropyl hydrogen phosphate)-D-ribitol. Phosphorylations were carried out using the H-phosphonate method.
synthesis, tetrasaccharide, capsular, polysaccharide, Streptococcus, Streptococcus pneumoniae, repeating unit, capsular polysaccharide, type, phosphorylated oligosaccharide, Streptococcus pneumoniae 6B, vaccines
Structure type: polymer chemical repeating unit
Location inside paper: p.112, polysaccharide 1
Trivial name: repeating unit of the capsular polysaccharide
Compound class: CPS, K-antigen
Contained glycoepitopes: IEDB_114703,IEDB_136105,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151528,IEDB_153532,IEDB_153533,IEDB_153534,IEDB_153753,IEDB_158539,IEDB_190606,IEDB_225177,IEDB_591403,IEDB_885823,IEDB_983931,SB_192,SB_7
Synthetic data: chemical
Related record ID(s): 633, 937, 5205, 5400, 5401, 5402, 5403, 6064, 6399, 7443, 7473, 9232, 10132, 10372, 115630, 117212
NCBI Taxonomy refs (TaxIDs): 1313Reference(s) to other database(s): GTC:G16389YP, GlycomeDB:
15851
Show glycosyltransferases
There is only one chemically distinct structure: