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CHEBI:59045 - α-L-Fucp-(1→2)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-β-D-GlcpNAc

ChEBI IDCHEBI:59045
ChEBI Nameα-L-Fucp-(1→2)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-β-D-GlcpNAc
Stars
ASCII Namealpha-L-Fucp-(1->2)-beta-D-Galp-(1->4)-[alpha-L-Fucp-(1->3)]-beta-D-GlcpNAc
DefinitionA branched amino tetrasaccharide consisting of N-acetyl-β-D-glucosamine at the reducing end having an α-L-fucosyl residue attached at the 3-position and an α-L-fucosyl-(1→2)-β-D-galactosyl moiety attached at the 4-position. A cancer-associated tetrasaccharide antigen which constitutes the core structure recognised by therapeutic antibody BR96. Conformational restriction around the GlcNAc residue is a key feature of its structure.
Secondary ChEBI IDCHEBI:60518
Last Modified27 April 2024
SubmitterSteve, zjosephs
DownloadsMolfile
FormulaC26H45NO19
Net Charge0
Average Mass675.634
Monoisotopic Mass675.25858
SMILESCC(=O)N[C@@H]1[C@@H](O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H](CO)O[C@H]1O
WURCSWURCS=2.0/3,4,3/[a2122h-1b_1-5_2*NCC/3=O][a1221m-1a_1-5][a2112h-1b_1-5]/1-2-3-2/a3-b1_a4-c1_c2-d1
InChIInChI=1S/C26H45NO19/c1-6-12(31)15(34)18(37)24(40-6)45-21-11(27-8(3)30)23(39)42-10(5-29)20(21)44-26-22(17(36)14(33)9(4-28)43-26)46-25-19(38)16(35)13(32)7(2)41-25/h6-7,9-26,28-29,31-39H,4-5H2,1-3H3,(H,27,30)/t6-,7-,9+,10+,11+,12+,13+,14-,15+,16+,17-,18-,19-,20+,21+,22+,23+,24-,25-,26-/m0/s1
InChIKeySRHNADOZAAWYLV-XLMUYGLTSA-N
Roles Classification
Biological Roles:
antigen  Any substance that stimulates an immune response in the body, such as through antibody production or by presentation to a T-cell receptor after binding to a major histocompability complex (MHC).
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.
antigen  Any substance that stimulates an immune response in the body, such as through antibody production or by presentation to a T-cell receptor after binding to a major histocompability complex (MHC).
ChEBI Ontology
Outgoing Relation(s)
α-L-Fucp-(1→2)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-β-D-GlcpNAc (CHEBI:59045) has role antigen (CHEBI:59132)
α-L-Fucp-(1→2)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-β-D-GlcpNAc (CHEBI:59045) has role epitope (CHEBI:53000)
α-L-Fucp-(1→2)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-β-D-GlcpNAc (CHEBI:59045) is a α-L-Fucp-(1→2)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-D-GlcpNAc (CHEBI:62507)
Incoming Relation(s)
α-L-Fucp-(1→2)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-β-D-GlcpNAc-yl group (CHEBI:88162) is substituent group from α-L-Fucp-(1→2)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-β-D-GlcpNAc (CHEBI:59045)
IUPAC Name 
α-L-fucopyranosyl-(1→3)-[α-L-fucopyranosyl-(1→2)-β-D-galactopyranosyl-(1→4)]-2-acetamido-2-deoxy-β-D-glucopyranose
Synonyms  Source
Lewis Y tetrasaccharideChEBI
Fucα1-3(Fucα1-2Galβ1-4)GclNAcChEBI
α-L-fucopyranosyl-(1→2)-β-D-galactopyranosyl-(1→4)-[α-L-fucopyranosyl-(1→3)]-2-acetamido-2-deoxy-β-D-glucopyranoseChEBI
Fucα1-2Galβ1-4(Fucα1-3)GlcNAcChEBI
Lewis YChEBI
LeyChEBI
Manual XrefsDatabases
G00052MOGlyTouCan
G00052MOGlyGen
Citations