alpha-D-GlcNAc-(1->2)-alpha-D-Glc-(1->3)-[alpha-D-Gal-(1->6)]-D-Glc-(1->3)-[LD-Hep-(1->7)]-alpha-LD-Hep4P-(1->3)-alpha-LD-Hep4PPEtN-(1->5)-alpha-D-Kdo (CHEBI:141201)

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CHEBI:141201 - α-D-GlcNAc-(1→2)-α-D-Glc-(1→3)-[α-D-Gal-(1→6)]-D-Glc-(1→3)-[LD-Hep-(1→7)]-α-LD-Hep4P-(1→3)-α-LD-Hep4PPEtN-(1→5)-α-D-Kdo

ChEBI ID	CHEBI:141201
ChEBI Name	α-D-GlcNAc-(1→2)-α-D-Glc-(1→3)-[α-D-Gal-(1→6)]-D-Glc-(1→3)-[LD-Hep-(1→7)]-α-LD-Hep4P-(1→3)-α-LD-Hep4PPEtN-(1→5)-α-D-Kdo
Stars
ASCII Name	alpha-D-GlcNAc-(1->2)-alpha-D-Glc-(1->3)-[alpha-D-Gal-(1->6)]-D-Glc-(1->3)-[LD-Hep-(1->7)]-alpha-LD-Hep4P-(1->3)-alpha-LD-Hep4PPEtN-(1->5)-alpha-D-Kdo
Definition	A branched oligosaccharide derivative consisting of nine residues corresponding to the core region of Salmonella lipopolysaccharide molecules and used as a model compound in investigations on the conjugation of the O-antigen to the CRM₁₉₇ carrier protein. (It should be noted that the site and degree of phosphorylation of the Hep^III residue are uncertain, while for the PPEtN group the percentage substitution can vary according to the strain of origin and the growth conditions.)
Last Modified	4 July 2018
Submitter	Marcus Ennis
Downloads	Molfile

Formula	C63H111N2O60P3
Net Charge	0
Average Mass	1949.457
Monoisotopic Mass	1948.49089
SMILES	[H][C@]1([C@H](O)CO)O[C@@](O)(C(=O)O)C[C@@H](O)[C@H]1O[C@H]1O[C@]([H])([C@@H](O)CO)[C@@H](OP(=O)(O)OP(=O)(O)OCCN)[C@H](O[C@H]2O[C@]([H])([C@@H](O)COC3O[C@]([H])([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]3O)C(OP(=O)(O)O)[C@H](OC3O[C@H](CO[C@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O[C@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@H]3O)[C@@H]2O)[C@@H]1O
InChI	InChI=1S/C63H111N2O60P3/c1-14(73)65-25-31(84)26(79)20(8-69)108-54(25)120-50-34(87)28(81)23(11-72)111-61(50)121-51-35(88)29(82)22(10-71)110-60(51)117-47-30(83)24(13-106-55-37(90)32(85)27(80)21(9-70)109-55)112-57(39(47)92)118-48-40(93)59(116-45(52(48)123-126(98,99)100)19(78)12-105-56-38(91)33(86)36(89)42(113-56)16(75)5-66)119-49-41(94)58(114-43-15(74)4-63(97,62(95)96)122-46(43)18(77)7-68)115-44(17(76)6-67)53(49)124-128(103,104)125-127(101,102)107-3-2-64/h15-61,66-72,74-94,97H,2-13,64H2,1H3,(H,65,73)(H,95,96)(H,101,102)(H,103,104)(H2,98,99,100)/t15-,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+,48-,49-,50-,51-,52?,53-,54-,55+,56?,57?,58+,59-,60-,61-,63-/m1/s1
InChIKey	DPDKZCJAMTUHPV-JOPMLCTPSA-N

ChEBI Ontology

Outgoing Relation(s)
	α-D-GlcNAc-(1→2)-α-D-Glc-(1→3)-[α-D-Gal-(1→6)]-D-Glc-(1→3)-[LD-Hep-(1→7)]-α-LD-Hep4P-(1→3)-α-LD-Hep4PPEtN-(1→5)-α-D-Kdo (CHEBI:141201) is a oligosaccharide derivative (CHEBI:63563)

IUPAC Name
2-acetamido-2-deoxy-α-D-glucopyranosyl-(1→2)-α-D-glucopyranosyl-(1→2)-α-D-galactopyranosyl-(1→3)-[α-D-galactopyranosyl-(1→6)]-D-glucopyranosyl-(1→3)-[L-glycero-D-manno-heptopyranosyl-(1→7)]-(4ξ)-4-O-phosphono-β-L-gulo-heptopyranosyl-(1→3)-4-O-[{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-L-glycero-α-D-manno-heptopyranosyl-(1→5)-3-deoxy-α-D-manno-oct-2-ulopyranosonic acid

IUPAC Name

2-acetamido-2-deoxy-α-D-glucopyranosyl-(1→2)-α-D-glucopyranosyl-(1→2)-α-D-galactopyranosyl-(1→3)-[α-D-galactopyranosyl-(1→6)]-D-glucopyranosyl-(1→3)-[L-glycero-D-manno-heptopyranosyl-(1→7)]-(4ξ)-4-O-phosphono-β-L-gulo-heptopyranosyl-(1→3)-4-O-[{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-L-glycero-α-D-manno-heptopyranosyl-(1→5)-3-deoxy-α-D-manno-oct-2-ulopyranosonic acid

Synonyms	Source
α-D-GlcpNAc-(1→2)-α-D-Glcp-(1→3)-[α-D-Galp-(1→6)]-D-Glcp-(1→3)-[LD-Hepp-(1→7)]-α-LD-Hepp4P-(1→3)-α-LD-Hepp4PPEtN-(1→5)-α-D-Kdop	IUPAC
Salmonella LPS core oligosaccharide	ChEBI

Citations