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

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ChEBI Name α-D-GlcpNAc-(1→2)-3-PEA-L-α-D-Hepp-(1→3)-L-α-D-Hepp-(1→5)-Kdo
ChEBI ID CHEBI:77384
ChEBI ASCII Name alpha-D-GlcpNAc-(1->2)-3-PEA-L-alpha-D-Hepp-(1->3)-L-alpha-D-Hepp-(1->5)-Kdo
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C32H57N2O28P
Net Charge 0
Average Mass 948.76530
Monoisotopic Mass 948.28355
InChI InChI=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
InChIKey KNXQHVRISYHYOX-UGHHKHSBSA-N
SMILES CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](O[C@@H]2[C@H](O)[C@@H](O[C@@H]3[C@H](O)CC(O)(O[C@@H]3[C@H](O)CO)C(O)=O)O[C@H]([C@@H](O)CO)[C@H]2O)O[C@H]([C@@H](O)CO)[C@@H](O)[C@@H]1OP(O)(=O)OCCN
ChEBI Ontology
Outgoing 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)-(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
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
Synonyms Sources
α-D-GlcNAc-(1→2)-3-PEA-L-α-D-Hep-(1→3)-L-α-D-Hep-(1→5)-Kdo ChEBI
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 acid ChEBI
Citation Waiting for Citations Type Source
24013955 PubMed citation Europe PMC
Last Modified
19 February 2014