CHEBI:59294 - α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc

ChEBI IDCHEBI:59294
ChEBI Nameα-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc
Stars
ASCII Namealpha-L-Fucp-(1->3)-[beta-D-Galp-(1->4)]-beta-D-GlcpNAc
DefinitionAn α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-D-GlcpNAc where the glucosamine at the reducing end has β-configuration at its anomeric centre. Commonly known as Lewis x trisaccharide or Lex.
Last Modified21 June 2024
SubmitterSteve
DownloadsMolfile
FormulaC20H35NO15
Net Charge0
Average Mass529.492
Monoisotopic Mass529.20067
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](CO)O[C@H]1O
WURCSWURCS=2.0/3,3,2/[a2122h-1b_1-5_2*NCC/3=O][a1221m-1a_1-5][a2112h-1b_1-5]/1-2-3/a3-b1_a4-c1
InChIInChI=1S/C20H35NO15/c1-5-10(25)12(27)14(29)19(32-5)36-17-9(21-6(2)24)18(31)33-8(4-23)16(17)35-20-15(30)13(28)11(26)7(3-22)34-20/h5,7-20,22-23,25-31H,3-4H2,1-2H3,(H,21,24)/t5-,7+,8+,9+,10+,11-,12+,13-,14-,15+,16+,17+,18+,19-,20-/m0/s1
InChIKeyHBBOZFUQJDYASD-LPHOMBEVSA-N
Wikipedia
Roles Classification
Biological Roles:
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.
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→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294) has role epitope (CHEBI:53000)
α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294) is a amino trisaccharide (CHEBI:59266)
α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294) is a glucosamine oligosaccharide (CHEBI:22485)
α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294) is a α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-D-GlcpNAc (CHEBI:62287)
Incoming Relation(s)
Lex-C12L (CHEBI:190307) has functional parent α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294)
α-L-Fucp-(1→3)-[4d-β-D-Galp-(1→4)]-β-D-GlcpNAc-OMe (CHEBI:77192) has functional parent α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294)
α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc-OMe (CHEBI:77188) has functional parent α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294)
α-L-Fucp-(1→3)-[β-D-Galp(1→4)]-β-D-GlcpNAc-(1→3)-α-D-GalpNAc (CHEBI:146687) has functional parent α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294)
α-L-Fucp-(1→3)-[β-D-Galp4Cl-(1→4)]-β-D-GlcpNAc-OMe (CHEBI:77193) has functional parent α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294)
α-L-Fucp-(1→3)-[β-D-Galp4F-(1→4)]-β-D-GlcpNAc-OMe (CHEBI:77196) has functional parent α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294)
β-D-Galp-(1→3)-[α-L-Fucp-(1→4)]-β-D-GlcpNAc-(1→3)-β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-D-GlcpNAc (CHEBI:194543) has functional parent α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294)
β-D-galactosyl-(1→4)-[α-L-fucosyl-(1→3)]-N-acetyl-β-D-glucosaminide (CHEBI:137941) has functional parent α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294)
β-D-GlcpNAc-(1→3)-[6-deoxy-α-L-Galp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc-(1→6)]-D-GalNAc-ol (CHEBI:147274) has functional parent α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294)
α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc-yl group (CHEBI:88161) is substituent group from α-L-Fucp-(1→3)-[β-D-Galp-(1→4)]-β-D-GlcpNAc (CHEBI:59294)
IUPAC Name 
α-L-fucopyranosyl-(1→3)-[β-D-galactopyranosyl-(1→4)]-2-acetamido-2-deoxy-β-D-glucopyranose
Synonyms  Source
Lewis x trisaccharideChEBI
β-D-Gal-(1→4)-[α-L-Fuc-(1→3)]-β-D-GlcNAcChEBI
6-deoxy-α-L-galactopyranosyl-(1→3)-[β-D-galactopyranosyl-(1→4)]-2-acetamido-2-deoxy-β-D-glucopyranoseIUPAC
LexChEBI
β-D-Galp-(1→4)-[α-L-Fucp-(1→3)]-β-D-GlcpNAcChEBI
α-L-Fuc-(1→3)-[β-D-Gal-(1→4)]-β-D-GlcNAcChEBI
Manual XrefsDatabases
CD15Wikipedia
G00051MOGlyTouCan
G00051MOGlyGen
Registry NumbersSources
Reaxys:6080156Reaxys
Citations