alpha-D-GlcpNAc-(1->3)-[P-6-[CH2]5NH2]-alpha-D-GlcpNAc-(1->2)-D-GroA (CHEBI:134200)

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CHEBI:134200 - α-D-GlcpNAc-(1→3)-[P-6-[CH₂]₅NH₂]-α-D-GlcpNAc-(1→2)-D-GroA

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ChEBI ID	CHEBI:134200
ChEBI Name	α-D-GlcpNAc-(1→3)-[P-6-[CH₂]₅NH₂]-α-D-GlcpNAc-(1→2)-D-GroA
Stars
ASCII Name	alpha-D-GlcpNAc-(1->3)-[P-6-[CH2]5NH2]-alpha-D-GlcpNAc-(1->2)-D-GroA
Definition	A synthetic disaccharide phosphate consisting of an α-D-GlcNAc-(1→3)-α-D-GlcNAc disaccharide linked glycosidically to O-2 of D-glyceric acid and connected to a 5-aminopentyl linker via a phospho group at O-6 of the reducing-end residue. Synthesized for immobilization on microarray surfaces and conjugation to carrier proteins as a potential vaccine candidate to protect from Clostridium difficile infections.
Last Modified	27 December 2016
Submitter	Marcus Ennis
Downloads	Molfile

Formula	C24H44N3O17P
Net Charge	0
Average Mass	677.594
Monoisotopic Mass	677.24083
SMILES	CC(=O)N[C@H]1[C@@H](O[C@H]2[C@H](O)[C@@H](COP(=O)(O)OCCCCCN)O[C@H](O[C@H](CO)C(=O)O)[C@@H]2NC(C)=O)O[C@H](CO)[C@@H](O)[C@@H]1O
InChI	InChI=1S/C24H44N3O17P/c1-11(30)26-16-20(34)18(32)13(8-28)41-23(16)44-21-17(27-12(2)31)24(42-14(9-29)22(35)36)43-15(19(21)33)10-40-45(37,38)39-7-5-3-4-6-25/h13-21,23-24,28-29,32-34H,3-10,25H2,1-2H3,(H,26,30)(H,27,31)(H,35,36)(H,37,38)/t13-,14-,15-,16-,17-,18-,19-,20-,21-,23-,24+/m1/s1
InChIKey	CWJJUCRDUFFKCH-ZHFSCOARSA-N

ChEBI Ontology

Outgoing Relation(s)
	α-D-GlcpNAc-(1→3)-[P-6-[CH₂]₅NH₂]-α-D-GlcpNAc-(1→2)-D-GroA (CHEBI:134200) has functional parent D-glyceric acid (CHEBI:32398)
	α-D-GlcpNAc-(1→3)-[P-6-[CH₂]₅NH₂]-α-D-GlcpNAc-(1→2)-D-GroA (CHEBI:134200) is a disaccharide phosphate (CHEBI:23843)

IUPAC Name
(2R)-2-{[2-acetamido-3-O-(2-acetamido-2-deoxy-α-D-glucopyranosyl)-6-O-{[(5-aminopentyl)oxy](hydroxy)phosphoryl}-2-deoxy-α-D-glucopyranosyl]oxy}-3-hydroxypropanoic acid

Synonyms	Source
2-N-acetyl-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-6-(5-aminopentylphosphoryl)-α-D-glucosaminopyranosyl-(1→2)-(2R)-3-hydroxypropanoic acid	ChEBI
(2R)-2-{[N-acetyl-α-D-glucosaminyl-(1→3)-N-acetyl-6-O-(5-aminopentylphospho)-α-D-glucosaminyl]oxy}-3-hydroxypropionic acid	ChEBI
α-D-GlcpNAc-(1→3)-α-D-GlcpNAc6(P-[CH₂]₅NH₂)-(1→2)-D-GroA	ChEBI

Registry Numbers	Sources
Reaxys:23876125	Reaxys

Citations