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CHEBI:194305 - α-L-Rhap-(1→-3)-[α-L-Rhap-(1→3)-β-D-GlcpNAc-(1→4)]-[β-D-Glcp-(1→6)]-α-D-GlcpO[CH2]2NH2

Default Structure
ChEBI IDCHEBI:194305
ChEBI Nameα-L-Rhap-(1→-3)-[α-L-Rhap-(1→3)-β-D-GlcpNAc-(1→4)]-[β-D-Glcp-(1→6)]-α-D-GlcpO[CH2]2NH2
Stars
ASCII Namealpha-L-Rhap-(1->-3)-[alpha-L-Rhap-(1->3)-beta-D-GlcpNAc-(1->4)]-[beta-D-Glcp-(1->6)]-alpha-D-GlcpO[CH2]2NH2
DefinitionA synthetic α-D-glucoside that is a branched decasaccharide derivative consisting of α-L-rhamnosyl, N-acetyl-β-D-glucosaminyl and α-D-glucosyl residues linked sequentially (1→3) and (1→4), to the α-D-glucosyl residue at the reducing end are also linked α-L-rhamnosyl and β-D-glucosyl residues via (1→3) and (1→6) linkages respectively. An aminoethyl linker from the reducing-end Glc residue allows for efficient conjugation to a carrier protein.
Last Modified23 January 2023
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC34H60N2O24
Net Charge0
Average Mass880.844
Monoisotopic Mass880.35360
SMILESCC(=O)N[C@H]1[C@H](O[C@H]2[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@@H](OCCN)O[C@@H]2CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
InChIInChI=1S/C34H60N2O24/c1-9-16(40)20(44)24(48)33(53-9)59-28-15(36-11(3)39)30(55-13(7-38)19(28)43)58-27-14(8-52-31-23(47)22(46)18(42)12(6-37)56-31)57-32(51-5-4-35)26(50)29(27)60-34-25(49)21(45)17(41)10(2)54-34/h9-10,12-34,37-38,40-50H,4-8,35H2,1-3H3,(H,36,39)/t9-,10-,12+,13+,14+,15+,16-,17-,18+,19+,20+,21+,22-,23+,24+,25+,26+,27+,28+,29+,30-,31+,32-,33-,34-/m0/s1
InChIKeySYBMWUGQUPVYGG-DTOGBFFQSA-N
Roles Classification
Biological Role:
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-Rhap-(1→-3)-[α-L-Rhap-(1→3)-β-D-GlcpNAc-(1→4)]-[β-D-Glcp-(1→6)]-α-D-GlcpO[CH2]2NH2 (CHEBI:194305) has role antigen (CHEBI:59132)
α-L-Rhap-(1→-3)-[α-L-Rhap-(1→3)-β-D-GlcpNAc-(1→4)]-[β-D-Glcp-(1→6)]-α-D-GlcpO[CH2]2NH2 (CHEBI:194305) is a α-D-glucoside (CHEBI:22390)
IUPAC Name 
2-aminoethyl α-L-rhamnopyranosyl-(1→3)-[α-L-rhamnopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-[β-D-glucopyranosyl-(1→6)]-α-D-glucopyranoside
Synonyms  Source
2-aminoethyl 6-deoxy-α-L-mannnopyranosyl-(1→3)-[6-deoxy-α-L-mannnopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-[β-D-glucopyranosyl-(1→6)]-α-D-glucopyranosideIUPAC
2-aminoethyl α-L-rhamnosyl-(1→3)-[α-L-rhamnosyl-(1→3)-N-acetyl-β-D-glucosaminyl-(1→4)]-[β-D-glucosyl-(1→6)]-α-D-glucosideChEBI
Rhaα1-3(Rhaα1-3GlcNAcβ1-4)(Glcβ1-6)GlcαO[CH2]2NH2IUPAC
α-L-Rha-(1→-3)-[α-L-Rha-(1→3)-β-D-GlcNAc-(1→4)]-[β-D-Glc-(1→6)]-α-D-GlcO[CH2]2NH2ChEBI
Citations