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CHEBI:177383 - β-D-ManpNAc-(1→4)-α-D-Glcp-(1→2)-α-L-Rhap-(1-P-4)-β-D-ManpNAc-(1→4)-α-D-Glcp-(1→3)-α-L-Rhap-1-P-[CH2]5NH2

ChEBI IDCHEBI:177383
ChEBI Nameβ-D-ManpNAc-(1→4)-α-D-Glcp-(1→2)-α-L-Rhap-(1-P-4)-β-D-ManpNAc-(1→4)-α-D-Glcp-(1→3)-α-L-Rhap-1-P-[CH2]5NH2
Stars
ASCII Namebeta-D-ManpNAc-(1->4)-alpha-D-Glcp-(1->2)-alpha-L-Rhap-(1-P-4)-beta-D-ManpNAc-(1->4)-alpha-D-Glcp-(1->3)-alpha-L-Rhap-1-P-[CH2]5NH2
DefinitionA synthetic phosphate-linked oligosaccharide analogue that is a chimeric oligosaccharide antigen (ST19AF) comprised of one repeating unit each of the pneumococcal polysaccharides of Streptococcus pneumoniae serotypes 19A and 19F (ST19A and ST19F; CHEBI:62986 and CHEBI:62687). A terminal C5-amino linker enables site-specific conjugation to a carrier protein, to induce protective antibodies against both serotypes.
Last Modified16 August 2021
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC45H81N3O35P2
Net Charge0
Average Mass1286.077
Monoisotopic Mass1285.41258
SMILESCC(=O)N[C@@H]1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@@H]3[C@@H](O)[C@H](C)O[C@@H](OP(=O)(O)OCCCCCN)[C@@H]3O)O[C@@H]2CO)O[C@H](CO)[C@@H](OP(=O)(O)O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O[C@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3NC(C)=O)[C@H](O)[C@H]2O)[C@@H]1O
InChIInChI=1S/C45H81N3O35P2/c1-14-24(55)29(60)39(80-43-33(64)31(62)35(20(12-51)76-43)77-40-22(47-16(3)53)27(58)26(57)18(10-49)73-40)45(72-14)83-85(68,69)81-37-21(13-52)74-41(23(28(37)59)48-17(4)54)78-36-19(11-50)75-42(32(63)30(36)61)79-38-25(56)15(2)71-44(34(38)65)82-84(66,67)70-9-7-5-6-8-46/h14-15,18-45,49-52,55-65H,5-13,46H2,1-4H3,(H,47,53)(H,48,54)(H,66,67)(H,68,69)/t14-,15-,18+,19+,20+,21+,22-,23-,24-,25-,26+,27+,28+,29+,30+,31+,32+,33+,34+,35+,36+,37+,38+,39+,40-,41-,42+,43+,44-,45-/m0/s1
InChIKeyGUUWKINPQPTWGI-KSKOXNLRSA-N
ChEBI Ontology
Outgoing Relation(s)
β-D-ManpNAc-(1→4)-α-D-Glcp-(1→2)-α-L-Rhap-(1-P-4)-β-D-ManpNAc-(1→4)-α-D-Glcp-(1→3)-α-L-Rhap-1-P-[CH2]5NH2 (CHEBI:177383) is a phosphate-linked oligosaccharide analogue (CHEBI:62172)
IUPAC Name 
2-acetamido-2-deoxy-β-D-mannopyranosyl-(1→4)-α-D-glucopyranosyl-(1→2)-6-deoxy-α-L-mannopyranosyl-(1-P-4)-2-acetamido-2-deoxy-β-D-mannopyranosyl-(1→4)-α-D-glucopyranosyl-(1→3)-1-O-{[(5-aminopentyl)oxy](hydroxy)phosphoryl}-6-deoxy-α-L-mannopyranose
Synonyms  Source
N-acetyl-β-D-mannosaminyl-(1→4)-α-D-glucosyl-(1→2)-α-L-rhamnosyl-(1-P-4)-N-acetyl-β-D-mannosaminyl-(1→4)-α-D-glucosyl-(1→3)-1-O-{[(5-aminopentyl)oxy](hydroxy)phosphoryl}-α-L-rhamnoseChEBI
ST19AFChEBI
Citations