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CHEBI:194543 - 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 IDCHEBI:194543
ChEBI Nameβ-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
Stars
ASCII Namebeta-D-Galp-(1->3)-[alpha-L-Fucp-(1->4)]-beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-[alpha-L-Fucp-(1->3)]-D-GlcpNAc
DefinitionA branched amino hexasaccharide, denoted LeaLex, consisting of a tetrasaccharide backbone of β-D-galactosyl, N-acetyl-β-D-glucosaminyl, β-D-galactosyl and D-glucosamine residues linked glycosidically in a (1→3), (1→3), (1→4) sequence, the N-acetyl-β-D-glucosaminyl and reducing-end N-acetyl-D-glucosamine residues of which also carry α-L-fucosyl residues via (1→4) and (1→3) glycosidic linkages respectively. The mouse anti-Lea monoclonal antibody SPM 522 has been reported to bind to LeaLex better than to Lea alone.
Last Modified31 March 2023
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC40H68N2O29
Net Charge0
Average Mass1040.969
Monoisotopic Mass1040.39077
SMILESCC(=O)N[C@H]1[C@H](O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O[C@@H]4O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]4O)[C@@H](NC(C)=O)C(O)O[C@@H]3CO)[C@@H]2O)O[C@H](CO)[C@@H](O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C40H68N2O29/c1-9-19(49)23(53)26(56)37(61-9)67-31-16(8-46)66-36(18(42-12(4)48)33(31)70-39-28(58)25(55)21(51)13(5-43)64-39)71-34-22(52)14(6-44)65-40(29(34)59)68-30-15(7-45)63-35(60)17(41-11(3)47)32(30)69-38-27(57)24(54)20(50)10(2)62-38/h9-10,13-40,43-46,49-60H,5-8H2,1-4H3,(H,41,47)(H,42,48)/t9-,10-,13+,14+,15+,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-/m0/s1
InChIKeyINKDLTCTMPDPQN-FBBUEEAYSA-N
Roles Classification
Biological Role:
tumour antigen  An antigenic substance produced in tumour cells, which triggers an immune response in the host.
ChEBI Ontology
Outgoing Relation(s)
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-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 β-D-galactosyl-(1→3)-[α-L-fucosyl-(1→4)]-N-acetyl-β-D-glucosaminide (CHEBI:140304)
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 role tumour antigen (CHEBI:144829)
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) is a amino hexasaccharide (CHEBI:61855)
IUPAC Name 
6-deoxy-α-L-galactopyranosyl-(1→3)-[6-deoxy-α-L-galactopyranosyl-(1→4)-[β-D-galactopyranosyl-(1→3)]-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→3)-β-D-galactopyranosyl-(1→4)]-2-acetamido-2-deoxy-D-glucopyranose
Synonyms  Source
Galβ1-3(Fucα1-4)GlcNAcβ1-3Galβ1-4(Fucα1-3)GlcNAcIUPAC
LeaLexChEBI
LeaLex hexasaccharideChEBI
β-D-Gal-(1→3)-[α-L-Fuc-(1→4)]-β-D-GlcNAc-(1→3)-β-D-Gal-(1→4)-[α-L-Fuc-(1→3)]-D-GlcNAcChEBI
α-L-fucosyl-(1→3)-[α-L-fucosyl-(1→4)-[β-D-galactosyl-(1→3)]-N-acetyl-β-D-glucosaminyl-(1→3)-β-D-galactosyl-(1→4)]-N-acetyl-β-D-glucosamineChEBI
β-D-galactosyl-(1→3)-[α-L-fucosyl-(1→4)]-N-acetyl-β-D-glucosaminyl-(1→3)-β-D-galactosyl-(1→4)-[α-L-fucosyl-(1→3)]-N-acetyl-D-glucosamineChEBI
Citations