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CHEBI:167313 - α-Neup5Ac-(2→3)-β-D-Galp-(1→3)-L-α-D-Hepp-(1→3)-[β-D-Glcp-(1→4)]-L-α-D-Hepp-(1→5)-[α-Kdo-(2→4)]-α-Kdo

ChEBI IDCHEBI:167313
ChEBI Nameα-Neup5Ac-(2→3)-β-D-Galp-(1→3)-L-α-D-Hepp-(1→3)-[β-D-Glcp-(1→4)]-L-α-D-Hepp-(1→5)-[α-Kdo-(2→4)]-α-Kdo
Stars
ASCII Namealpha-Neup5Ac-(2->3)-beta-D-Galp-(1->3)-L-alpha-D-Hepp-(1->3)-[beta-D-Glcp-(1->4)]-L-alpha-D-Hepp-(1->5)-[alpha-Kdo-(2->4)]-alpha-Kdo
DefinitionA branched amino heptasaccharide consisting of a linear pentasaccharide comprising N-acetyl-α-neuraminic acid, β-D-galactose, two L-glycero-α-D-manno-heptose (L-α-D-Hep) residues and a 3-deoxy-α-D-manno-oct-2-ulose (α-Kdo) residue linked in sequence (2→3), (1→3),(1→3), (1→3) and (1→5), to the L-α-D-Hep residue proximal to the reducing end is also linked (1→4) a β-D-glucose residue, while the α-Kdo residue also carries a second α-Kdo residue linked (2→-4). One of a number of chemoenzymatically synthesised oligosaccharides composed of the inner core oligosaccharide of Campylobacter jejuni extended by various ganglioside mimics.
Last Modified27 January 2021
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC53H87NO45
Net Charge0
Average Mass1458.241
Monoisotopic Mass1457.45501
SMILES[H][C@]1([C@H](O)CO)O[C@@](O[C@@H]2C[C@](O)(C(=O)O)O[C@]([H])([C@H](O)CO)[C@@H]2O[C@H]2O[C@]([H])([C@@H](O)CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O[C@H]3O[C@]([H])([C@@H](O)CO)[C@@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@]5(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O5)[C@H]4O)[C@@H]3O)[C@@H]2O)(C(=O)O)C[C@@H](O)[C@H]1O
InChIInChI=1S/C53H87NO45/c1-12(62)54-23-13(63)2-53(50(84)85,98-39(23)25(71)15(65)5-55)99-41-27(73)22(11-61)88-45(32(41)78)92-40-30(76)34(16(66)6-56)89-46(31(40)77)93-42-33(79)47(90-36(18(68)8-58)43(42)94-44-29(75)28(74)26(72)21(10-60)87-44)91-38-20(4-51(86,48(80)81)96-37(38)19(69)9-59)95-52(49(82)83)3-14(64)24(70)35(97-52)17(67)7-57/h13-47,55-61,63-79,86H,2-11H2,1H3,(H,54,62)(H,80,81)(H,82,83)(H,84,85)/t13-,14+,15+,16-,17+,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-,46+,47+,51+,52+,53-/m0/s1
InChIKeyBCPBXHPDEKGZPT-TXWZOKDJSA-N
ChEBI Ontology
Outgoing Relation(s)
α-Neup5Ac-(2→3)-β-D-Galp-(1→3)-L-α-D-Hepp-(1→3)-[β-D-Glcp-(1→4)]-L-α-D-Hepp-(1→5)-[α-Kdo-(2→4)]-α-Kdo (CHEBI:167313) is a amino heptasaccharide (CHEBI:70970)
IUPAC Name 
5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranonosyl-(2→3)-β-D-galactopyranosyl-(1→3)-L-glycero-α-D-manno-heptopyranosyl-(1→3)-[β-D-glucopyranosyl-(1→4)]-L-glycero-α-D-manno-heptopyranosyl-(1→5)-[3-deoxy-α-D-manno-oct-2-ulopyranonosyl-(2→4)]-3-deoxy-α-D-manno-oct-2-ulopyranosonic acid
Synonyms  Source
α-Neu5Ac-β-(2→3)-D-Gal-(1→3)-L-α-D-Hep-(1→3)-[β-D-Glc-(1→4)]-L-α-D-Hep-(1→5)-[α-Kdo-(2→4)]-α-KdoChEBI
α-Kdo-(2→4)-[α-Neup5Ac-(2→3)-β-D-Galp-(1→3)-L-α-D-Hepp-(1→3)-[β-D-Glcp-(1→4)]-L-α-D-Hepp-(1→5)]-α-KdoIUPAC
Neu5Acα2-3Galβ1-3Hepα1-3(Glcβ1-4)Hepα1-5(Kdoα2-4)KdoαChEBI
Citations