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CHEBI:77384 - α-D-GlcpNAc-(1→2)-3-PEA-L-α-D-Hepp-(1→3)-L-α-D-Hepp-(1→5)-Kdo

ChEBI IDCHEBI:77384
ChEBI Nameα-D-GlcpNAc-(1→2)-3-PEA-L-α-D-Hepp-(1→3)-L-α-D-Hepp-(1→5)-Kdo
Stars
ASCII Namealpha-D-GlcpNAc-(1->2)-3-PEA-L-alpha-D-Hepp-(1->3)-L-alpha-D-Hepp-(1->5)-Kdo
DefinitionA linear oligosaccharide phosphate comprising an N-acetyl-α-D-glucosamine residue,an L-glycero-α-D-manno-heptose residue phosphoethanolamine-substituted on O-3, another L-glycero-α-D-manno-heptose residue and a 3-deoxy-D-manno-oct-2-ulosonic acid (2-keto-3-deoxy-D-mannooctanoic acid, Kdo) in a (1→2), (1→3), (1→5) sequence. Corresponds to the icsb mutant of the core oligosaccharide of Neisseria meningitidis.
Last Modified19 February 2014
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC32H57N2O28P
Net Charge0
Average Mass948.768
Monoisotopic Mass948.28355
SMILES[H][C@]1([C@H](O)CO)OC(O)(C(=O)O)C[C@@H](O)[C@H]1O[C@H]1O[C@]([H])([C@@H](O)CO)[C@@H](O)[C@H](O[C@H]2O[C@]([H])([C@@H](O)CO)[C@@H](O)[C@H](OP(=O)(O)OCCN)[C@@H]2O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O
InChIInChI=1S/C32H57N2O28P/c1-9(39)34-15-17(45)16(44)14(8-38)55-28(15)60-27-26(62-63(52,53)54-3-2-33)19(47)22(12(42)6-36)57-30(27)59-25-18(46)21(11(41)5-35)56-29(20(25)48)58-23-10(40)4-32(51,31(49)50)61-24(23)13(43)7-37/h10-30,35-38,40-48,51H,2-8,33H2,1H3,(H,34,39)(H,49,50)(H,52,53)/t10-,11+,12+,13-,14-,15-,16-,17-,18-,19-,20+,21-,22-,23-,24-,25+,26+,27+,28-,29-,30-,32?/m1/s1
InChIKeyKNXQHVRISYHYOX-UGHHKHSBSA-N
ChEBI Ontology
Outgoing Relation(s)
α-D-GlcpNAc-(1→2)-3-PEA-L-α-D-Hepp-(1→3)-L-α-D-Hepp-(1→5)-Kdo (CHEBI:77384) is a amino tetrasaccharide (CHEBI:59412)
α-D-GlcpNAc-(1→2)-3-PEA-L-α-D-Hepp-(1→3)-L-α-D-Hepp-(1→5)-Kdo (CHEBI:77384) is a oligosaccharide phosphate (CHEBI:16916)
IUPAC Names 
2-acetamido-2-deoxy-α-D-glucopyranosyl-(1→2)-3-O-[(2-aminoethoxy)(hydroxy)phosphoryl]-L-glycero-α-D-manno-heptopyranosyl-(1→3)-L-glycero-α-D-manno-heptopyranosyl-(1→5)-3-deoxy-D-manno-oct-2-ulopyranosonic acid
2-acetamido-2-deoxy-α-D-glucopyranosyl-(1→2)-(5R)-3-O-[(2-aminoethoxy)(hydroxy)phosphoryl]-5-[(1S)-1,2-dihydroxyethyl]-α-D-lyxopyranosyl-(1→3)-(5R)-5-[(1S)-1,2-dihydroxyethyl]-α-D-lyxopyranosyl-(1→5)-(6R)-3-deoxy-6-[(1R)-1,2-dihydroxyethyl]-L-erythro-hex-2-ulopyranosonic acid
Synonyms  Source
α-D-GlcNAc-(1→2)-3-PEA-L-α-D-Hep-(1→3)-L-α-D-Hep-(1→5)-KdoChEBI
N-acetyl-α-D-glucosaminyl-(1→2)-3-O-[(2-aminoethoxy)(hydroxy)phosphoryl]-L-glycero-α-D-manno-heptosyl-(1→3)-L-glycero-α-D-manno-heptosyl-(1→5)-3-deoxy-D-manno-oct-2-ulosonic acidChEBI
Citations