alpha-Neup5Ac-(2->8)-alpha-Neup5Ac-(2->3)-beta-D-Galp-(1->3)-beta-D-GalpNAc-(1->4)-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 (CHEBI:167395)

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CHEBI:167395 - α-Neup5Ac-(2→8)-α-Neup5Ac-(2→3)-β-D-Galp-(1→3)-β-D-GalpNAc-(1→4)-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 ID	CHEBI:167395
ChEBI Name	α-Neup5Ac-(2→8)-α-Neup5Ac-(2→3)-β-D-Galp-(1→3)-β-D-GalpNAc-(1→4)-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 Name	alpha-Neup5Ac-(2->8)-alpha-Neup5Ac-(2->3)-beta-D-Galp-(1->3)-beta-D-GalpNAc-(1->4)-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
Definition	A branched amino decasaccharide consisting of a linear octasaccharide comprising two N-acetyl-α-neuraminic acid residues, β-D-galactose, N-acetyl-β-D-galactosamine and β-D-galactose residues, 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→8), (2→3), (1→3), (1→4), (1→3), (1→3) and (1→5), to the L-α-D-Hep residue proximal to the reducing end of which 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 Modified	28 January 2021
Submitter	Marcus Ennis
Downloads	Molfile

Formula	C78H127N3O63
Net Charge	0
Average Mass	2114.832
Monoisotopic Mass	2113.68262
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]6O[C@H](CO)[C@H](O)[C@H](O[C@]7(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@@H](CO)O[C@]8(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O8)O7)[C@H]6O)[C@H]5NC(C)=O)[C@H](O)[C@H]4O)[C@@H]3O)[C@@H]2O)(C(=O)O)C[C@@H](O)[C@H]1O
InChI	InChI=1S/C78H127N3O63/c1-18(92)79-35-21(95)4-76(72(119)120,142-59(35)39(104)24(98)8-82)139-33(16-90)43(108)60-36(80-19(2)93)22(96)5-78(143-60,74(123)124)144-62-42(107)32(15-89)128-68(50(62)115)134-58-37(81-20(3)94)65(126-31(14-88)41(58)106)132-56-34(17-91)129-67(47(112)45(56)110)135-61-48(113)52(25(99)9-83)130-69(49(61)114)136-63-51(116)70(131-54(27(101)11-85)64(63)137-66-46(111)44(109)40(105)30(13-87)127-66)133-57-29(7-75(125,71(117)118)140-55(57)28(102)12-86)138-77(73(121)122)6-23(97)38(103)53(141-77)26(100)10-84/h21-70,82-91,95-116,125H,4-17H2,1-3H3,(H,79,92)(H,80,93)(H,81,94)(H,117,118)(H,119,120)(H,121,122)(H,123,124)/t21-,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+,65-,66-,67-,68-,69+,70+,75+,76+,77+,78-/m0/s1
InChIKey	KINJPTKHRKRZJW-UPNPKPEHSA-N

ChEBI Ontology

Outgoing Relation(s)
	α-Neup5Ac-(2→8)-α-Neup5Ac-(2→3)-β-D-Galp-(1→3)-β-D-GalpNAc-(1→4)-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:167395) is a amino decasaccharide (CHEBI:68691)

IUPAC Name
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)-2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)-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

IUPAC Name

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)-2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)-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)-{α-Neup5Ac-(2→8)-α-Neup5Ac-(2→3)-β-D-Galp-(1→3)-β-D-GalpNAc-(1→4)-β-D-Galp-(1→3)-L-α-D-Hepp-(1→3)-[β-D-Glcp-(1→4)]-L-α-D-Hepp-(1→5)}-α-Kdo	ChEBI
α-Neu5Ac-(2→8)-α-Neu5Ac-(2→3)-β-D-Gal-(1→3)-β-D-GalNAc-(1→4)-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-Kdo	ChEBI
Neu5Acα2-8Neu5Acα2-3Galβ1-3GalNAcβ1-4Galβ1-3Hepα1-3(Glcβ1-4)Hepα1-5(Kdoα2-4)Kdoα	ChEBI

Citations