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CHEBI:167387 - β-D-GalpNAc-(1→4)-[α-Neup5Ac-(2→8)-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:167387
ChEBI Nameβ-D-GalpNAc-(1→4)-[α-Neup5Ac-(2→8)-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
Stars
ASCII Namebeta-D-GalpNAc-(1->4)-[alpha-Neup5Ac-(2->8)-alpha-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 nonasaccharide consisting of a linear pentasaccharide comprising N-acetyl-β-D-galactosamine, 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 (1→4), (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 galactose residue also carries an N-acetyl-α-neuraminyl-(2→8)-N-acetyl-α-neuraminic acid unit via a (2→3) linkage and 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
FormulaC72H117N3O58
Net Charge0
Average Mass1952.691
Monoisotopic Mass1951.62980
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]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5NC(C)=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](CO)O[C@]6(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O6)O5)[C@H]4O)[C@@H]3O)[C@@H]2O)(C(=O)O)C[C@@H](O)[C@H]1O
InChIInChI=1S/C72H117N3O58/c1-17(85)73-33-20(88)4-70(66(110)111,131-54(33)37(97)23(91)8-76)128-31(15-83)40(100)55-34(74-18(2)86)21(89)5-72(132-55,68(114)115)133-58-47(107)62(119-32(16-84)53(58)122-60-35(75-19(3)87)41(101)38(98)29(13-81)117-60)124-56-44(104)48(24(92)9-77)120-63(45(56)105)125-57-46(106)64(121-50(26(94)11-79)59(57)126-61-43(103)42(102)39(99)30(14-82)118-61)123-52-28(7-69(116,65(108)109)129-51(52)27(95)12-80)127-71(67(112)113)6-22(90)36(96)49(130-71)25(93)10-78/h20-64,76-84,88-107,116H,4-16H2,1-3H3,(H,73,85)(H,74,86)(H,75,87)(H,108,109)(H,110,111)(H,112,113)(H,114,115)/t20-,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+,48+,49+,50+,51+,52+,53-,54+,55+,56-,57+,58+,59+,60-,61-,62-,63+,64+,69+,70+,71+,72-/m0/s1
InChIKeyWGCVMGPBCQBUED-YRUBYKHYSA-N
ChEBI Ontology
Outgoing Relation(s)
β-D-GalpNAc-(1→4)-[α-Neup5Ac-(2→8)-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:167387) is a amino nonasaccharide (CHEBI:68818)
IUPAC Name 
2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)-[5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranonosyl-(2→8)-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-Kdo-(2→4)-{β-D-GalpNAc-(1→4)-[α-Neup5Ac-(2→8)-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-KdoChEBI
β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)]-β-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
GalNAcβ1-4(Neu5Acα2-8Neu5Acα2-3)Galβ1-3Hepα1-3(Glcβ1-4)Hepα1-5(Kdoα2-4)KdoαChEBI
Citations