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CHEBI:78711 - S. flexneri serotype 2a O-polysaccharide (O factor 9-positive)

ChEBI IDCHEBI:78711
ChEBI NameS. flexneri serotype 2a O-polysaccharide (O factor 9-positive)
Stars
ASCII NameS. flexneri serotype 2a O-polysaccharide (O factor 9-positive)
DefinitionA polysaccharide derivative comprised of a [2)-α-L-RhapIII-(1→2)-α-L-RhapII-(1→3)-α-L-RhapI-(1→3)-β-D-GlcpNAc-(1→] tetrasaccharide repeat modified by the (1→4) linkage of an α-D-glucosyl group to the RhaI residue and by addition of acetyl groups to 60% of the O-6 positions of the GlcNAc residue and to either O-3 or O-4 of many of the RhaIII residues (60% to O-3; 25% to O-4). The structure provided is representative of that in Shigella flexneri serotype 2a and shows the most common repeating unit.
Last Modified6 June 2014
SubmitterMarcus Ennis
DownloadsMolfile
Formula(C36H57NO24)n.H2O
Net Charge0
Average Mass905.850
Monoisotopic Mass905.33762
SMILES[H]O[C@H]1[C@H](O[C@H]2[C@H](O[C@H]3[C@@H](O)[C@H](O[C@H]4[C@H](O)[C@@H](COC(C)=O)O[C@@H](O)[C@@H]4NC(C)=O)O[C@@H](C)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)O[C@@H](C)[C@H](O)[C@H]2O)O[C@@H](C)[C@H](O)[C@H]1OC(C)=O
InChIInChI=1S/C36H59NO25/c1-9-18(42)23(47)31(62-34-25(49)29(56-14(6)41)19(43)10(2)53-34)36(54-9)61-30-26(50)35(55-11(3)27(30)59-33-24(48)22(46)20(44)15(7-38)58-33)60-28-17(37-12(4)39)32(51)57-16(21(28)45)8-52-13(5)40/h9-11,15-36,38,42-51H,7-8H2,1-6H3,(H,37,39)/t9-,10-,11-,15+,16+,17+,18-,19-,20+,21+,22-,23+,24+,25+,26+,27-,28+,29+,30-,31+,32+,33+,34-,35-,36-/m0/s1
InChIKeyNREQDKQOSHELHJ-DRFXVLMSSA-N
Roles Classification
Biological Role:
antigen  Any substance that stimulates an immune response in the body, such as through antibody production or by presentation to a T-cell receptor after binding to a major histocompability complex (MHC).
ChEBI Ontology
Outgoing Relation(s)
S. flexneri serotype 2a O-polysaccharide (O factor 9-positive) (CHEBI:78711) has role antigen (CHEBI:59132)
S. flexneri serotype 2a O-polysaccharide (O factor 9-positive) (CHEBI:78711) is a polysaccharide derivative (CHEBI:65212)
Synonyms  Source
[2)-α-L-RhapIII3/4Ac-(1→2)-α-L-RhapII-(1→3)-[α-D-Glcp-(1→4)]-α-L-RhapI-(1→3)-β-D-Glcp6,NAc2-(1→]nChEBI
[2)-α-L-RhaIII3/4Ac-(1→2)-α-L-RhaII-(1→3)-[α-D-Glc-(1→4)]-α-L-RhaI-(1→3)-β-D-Glc6,NAc2-(1→]nChEBI
Citations