CHEBI:155894 - β-D-ManpA4Ac-(1→3)-α-L-FucpNAc-(1→3)-α-D-FucpNAcO[CH2]3NH2

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name β-D-ManpA4Ac-(1→3)-α-L-FucpNAc-(1→3)-α-D-FucpNAcO[CH2]3NH2
ChEBI ID CHEBI:155894
ChEBI ASCII Name beta-D-ManpA4Ac-(1->3)-alpha-L-FucpNAc-(1->3)-alpha-D-FucpNAcO[CH2]3NH2
Definition A linear trisaccharide derivative consisting of 2-acetamido-4-O-acetyl-2-deoxy-β-D-mannuronic acid, N-acetyl-α-L-fucosamine and N-acetyl-α-D-fucosamine residues all linked sequentially (1→3) with the N-acetylfucosamine residue linked glycosidically to a 3-aminopropyl group. A synthetic conjugation-ready CP8 trisaccharide bearing an amine linker, which effectively serves for immunological evaluation in Staphylococcus aureus vaccine development.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C29H48N4O16
Net Charge 0
Average Mass 708.715
Monoisotopic Mass 708.30653
InChI InChI=1S/C29H48N4O16/c1-10-19(38)22(17(32-13(4)35)27(44-10)43-9-7-8-30)48-29-18(33-14(5)36)23(20(39)11(2)45-29)47-28-16(31-12(3)34)21(40)24(46-15(6)37)25(49-28)26(41)42/h10-11,16-25,27-29,38-40H,7-9,30H2,1-6H3,(H,31,34)(H,32,35)(H,33,36)(H,41,42)/t10-,11+,16+,17-,18+,19+,20-,21-,22-,23+,24+,25+,27+,28-,29+/m1/s1
InChIKey WUBIBYVHLPUDOW-NXIHDVEHSA-N
SMILES [C@@H]1([C@H]([C@H]([C@@H]([C@H](O1)C(O)=O)OC(=O)C)O)NC(C)=O)O[C@H]2[C@@H]([C@@H](O[C@H]([C@H]2O)C)O[C@@H]3[C@H]([C@H](O[C@@H]([C@@H]3O)C)OCCCN)NC(C)=O)NC(C)=O
ChEBI Ontology
Outgoing β-D-ManpA4Ac-(1→3)-α-L-FucpNAc-(1→3)-α-D-FucpNAcO[CH2]3NH2 (CHEBI:155894) is a glycoside (CHEBI:24400)
β-D-ManpA4Ac-(1→3)-α-L-FucpNAc-(1→3)-α-D-FucpNAcO[CH2]3NH2 (CHEBI:155894) is a trisaccharide derivative (CHEBI:63571)
IUPAC Name
3-aminopropyl 2-acetamido-4-O-acetyl-2-deoxy-β-D-mannopyranuronosyl-(1→3)-2-acetamido-2,6-dideoxy-α-L-galactopyranosyl-(1→3)-2-acetamido-2,6-dideoxy-α-D-galactopyranoside
Synonyms Sources
3-aminopropyl 3-O-(3-O-[4-O-acetyl-2-acetamido-2-deoxy-β-D-mannopyranosyluronic acid]-2-acetamido-2-deoxy-α-L-fucopyranosyl)-2-acetamido-2-deoxy-α-D-fucopyranoside ChEBI
3-aminopropyl N-acetyl-4-O-acetyl-β-D-mannuronosaminyl-(1→3)-N-acetyl-α-L-galactosaminyl-(1→3)-N-acetyl-α-D-galactosaminide ChEBI
β-D-ManA4Ac-(1→3)-α-L-FucNAc-(1→3)-α-D-FucNAc-O[CH2]3NH2 ChEBI
ManA4Acβ1-3FucNAcα1-3DFucNAcα-O[CH2]3NH2 ChEBI
Citation Waiting for Citations Type Source
32411658 PubMed citation Europe PMC
Last Modified
24 June 2020