CHEBI:17785 - α-D-Galp-(1→3)-β-D-Galp-(1→4)-D-GlcpNAc-yl group

ChEBI IDCHEBI:17785
ChEBI Nameα-D-Galp-(1→3)-β-D-Galp-(1→4)-D-GlcpNAc-yl group
Stars
ASCII Namealpha-D-Galp-(1->3)-beta-D-Galp-(1->4)-D-GlcpNAc-yl group
DefinitionAn N-acetyl-D-glucosaminyl group comprising one N-acetylated glucosamine and two galactose residues, linked as shown. A trisaccharide antigen found in all animals apart from Old World primates and humans, it is the main xenoantigen hampering the success of clinical xenotransplantation. Obtained formally by removing the hydroxy group from the hemiacetal function of the amino trisaccharide α-D-galactosyl-(1→3)-β-D-galactosyl-(1→4)-N-acetyl-D-glucosamine.
Secondary ChEBI IDsCHEBI:10237, CHEBI:12312, CHEBI:22376, CHEBI:22381, CHEBI:59172, CHEBI:60181
Last Modified12 March 2019
Submitterzjosephs
DownloadsMolfile
FormulaC20H34NO15
Net Charge0
Average Mass528.484
Monoisotopic Mass528.19284
SMILES*C1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@H]1NC(C)=O
Roles Classification
Biological Roles:
carbohydrate allergen  Any carbohydrate, carbohydrate derivative or derived substituent group which causes the onset of an allergic reaction.
epitope  The biological role played by a material entity when bound by a receptor of the adaptive immune system. Specific site on an antigen to which an antibody binds.
xenoantigen  An antigen that is found in more than one species.
ChEBI Ontology
Outgoing Relation(s)
α-D-Galp-(1→3)-β-D-Galp-(1→4)-D-GlcpNAc-yl group (CHEBI:17785) has role carbohydrate allergen (CHEBI:143231)
α-D-Galp-(1→3)-β-D-Galp-(1→4)-D-GlcpNAc-yl group (CHEBI:17785) has role epitope (CHEBI:53000)
α-D-Galp-(1→3)-β-D-Galp-(1→4)-D-GlcpNAc-yl group (CHEBI:17785) has role xenoantigen (CHEBI:132710)
α-D-Galp-(1→3)-β-D-Galp-(1→4)-D-GlcpNAc-yl group (CHEBI:17785) is a N-acetyl-D-glucosaminyl groups (CHEBI:21524)
α-D-Galp-(1→3)-β-D-Galp-(1→4)-D-GlcpNAc-yl group (CHEBI:17785) is substituent group from α-D-Gal-(1→3)-β-D-Gal-(1→4)-D-GlcNAc (CHEBI:18217)
Incoming Relation(s)
biotinylated α-gal (CHEBI:82651) has part α-D-Galp-(1→3)-β-D-Galp-(1→4)-D-GlcpNAc-yl group (CHEBI:17785)
α-D-Galp-(1→3)-β-D-Galp-(1→4)-β-D-GlcpNAc-yl group (CHEBI:12308) is a α-D-Galp-(1→3)-β-D-Galp-(1→4)-D-GlcpNAc-yl group (CHEBI:17785)
IUPAC Names 
α-D-galactopyranosyl-(1→3)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-D-glucopyranosyl
α-D-galactopyranosyl-(1→3) β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-D-glucopyranosyl
Synonyms  Source
alpha-D-Galactosyl-1,3-beta-D-galactosyl-1,4-N-acetyl-D-glucosaminyl-RKEGG COMPOUND
alpha-D-galactosyl-beta-1,3-D-galactosyl-beta-1,4-N-acetyl-D-glucosaminyl groupChEBI
alpha-D-Galactosyl-(1->3)-beta-D-galactosyl-(1->4)-beta-N-acetylglucosaminyl-RKEGG COMPOUND
α-D-Gal(1→3)-β-D-Gal(1→4)-D-GlcNAc-yl groupChEBI
α-D-Galp-(1→3)-β-D-Galp-(1→4)-D-Glcp-NAc-yl groupChEBI
α-D-galactopyranosyl-(1→3) β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-D-glucopyranosyl groupChEBI
Manual XrefsDatabases
C04855KEGG COMPOUND
Citations