CHEBI:194302 - β-D-Glcp-(1→6)-[β-D-GlcpNAc-(1→4)]-[α-L-Rhap-(1→3)]-α-D-Glcp-(1→3)-α-L-Rhap2AcO[CH2]2NH2

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ChEBI Name β-D-Glcp-(1→6)-[β-D-GlcpNAc-(1→4)]-[α-L-Rhap-(1→3)]-α-D-Glcp-(1→3)-α-L-Rhap2AcO[CH2]2NH2
ChEBI ID CHEBI:194302
ChEBI ASCII Name beta-D-Glcp-(1->6)-[beta-D-GlcpNAc-(1->4)]-[alpha-L-Rhap-(1->3)]-alpha-D-Glcp-(1->3)-alpha-L-Rhap2AcO[CH2]2NH2
Definition A synthetic α-L-rhamnoside consisting of a linear trisaccharide of β-D-glucosyl, β-D-glucosyl and 2-O-acetyl-α-L-rhamnosyl residues linked sequentially (1→6) and (1→3), to the β-D-glucosyl residue are also linked α-L-rhamnosyl and N-acetyl-β-D-glucosaminyl residues via (1→3) and (1→6) linkages respectively. An aminoethyl linker from the reducing-end RhaNAc residue allows for efficient conjugation to a carrier protein.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H62N2O25
Net Charge 0
Average Mass 922.881
Monoisotopic Mass 922.36417
InChI InChI=1S/C36H62N2O25/c1-10-18(43)23(48)26(51)34(55-10)63-30-27(52)35(62-29-19(44)11(2)56-36(53-6-5-37)31(29)57-13(4)42)60-16(9-54-33-25(50)24(49)21(46)15(8-40)59-33)28(30)61-32-17(38-12(3)41)22(47)20(45)14(7-39)58-32/h10-11,14-36,39-40,43-52H,5-9,37H2,1-4H3,(H,38,41)/t10-,11-,14+,15+,16+,17+,18-,19-,20+,21+,22+,23+,24-,25+,26+,27+,28+,29+,30+,31+,32-,33+,34-,35+,36+/m0/s1
InChIKey HHXVLFFPHDRBIA-OZZZIMFASA-N
SMILES C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O[C@@H]3[C@@H](O)[C@H](C)O[C@@H](OCCN)[C@@H]3OC(C)=O)O[C@H](CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](O)[C@H](O)[C@H]1O
Roles Classification
Biological Role(s): 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).
(via beta-D-Glcp-(1->6)-[beta-D-GlcpNAc-(1->4)]-[alpha-L-Rhap-(1->3)]-alpha-D-Glcp-(1->3)-alpha-L-Rhap2AcO[CH2]2NH2 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing β-D-Glcp-(1→6)-[β-D-GlcpNAc-(1→4)]-[α-L-Rhap-(1→3)]-α-D-Glcp-(1→3)-α-L-Rhap2AcO[CH2]2NH2 (CHEBI:194302) has role antigen (CHEBI:59132)
β-D-Glcp-(1→6)-[β-D-GlcpNAc-(1→4)]-[α-L-Rhap-(1→3)]-α-D-Glcp-(1→3)-α-L-Rhap2AcO[CH2]2NH2 (CHEBI:194302) is a α-L-rhamnoside (CHEBI:27848)
IUPAC Name
2-aminoethyl β-D-glucopyranosyl-(1→6)-[2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)]-[α-L-rhamnopyranosyl-(1→3)]-α-D-glucopyranosyl-(1→3)-2-O-acetyl-α-L-rhamnopyranoside
Synonyms Sources
2-aminoethyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-[6-deoxy-α-L-mannopyranosyl-(1→3)]-[β-D-glucopyranosyl-(1→6)]-α-D-glucopyranosyl-(1→3)-2-O-acetyl-6-deoxy-α-L-mannopyranoside IUPAC
2-aminoethyl N-acetyl-β-D-glucosaminyl-(1→4)-[β-D-glucosyl-(1→6)]-[α-L-rhamnosyl-(1→3)]-α-D-glucosyl-(1→3)-2-O-acetyl-α-L-rhamnoside ChEBI
β-D-Glc-(1→6)-[β-D-GlcNAc-(1→4)]-[α-L-Rha-(1→3)]-α-D-Glc-(1→3)-α-L-Rha2AcO[CH2]2NH2 ChEBI
Glcβ1-6(GlcNAcβ1-4)(Rhaα1-3)Glcα1-3Rha2AcαO[CH2]2NH2 IUPAC
Citation Waiting for Citations Type Source
36186572 PubMed citation Europe PMC
Last Modified
23 January 2023