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

ChEBI IDCHEBI:155894
ChEBI Nameβ-D-ManpA4Ac-(1→3)-α-L-FucpNAc-(1→3)-α-D-FucpNAcO[CH2]3NH2
Stars
ASCII Namebeta-D-ManpA4Ac-(1->3)-alpha-L-FucpNAc-(1->3)-alpha-D-FucpNAcO[CH2]3NH2
DefinitionA 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.
Last Modified24 June 2020
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC29H48N4O16
Net Charge0
Average Mass708.715
Monoisotopic Mass708.30653
SMILESCC(=O)N[C@@H]1[C@H](O[C@@H]2[C@H](O)[C@H](C)O[C@@H](O[C@H]3[C@@H](O)[C@@H](C)O[C@H](OCCCN)[C@@H]3NC(C)=O)[C@H]2NC(C)=O)O[C@H](C(=O)O)[C@@H](OC(C)=O)[C@@H]1O
InChIInChI=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
InChIKeyWUBIBYVHLPUDOW-NXIHDVEHSA-N
ChEBI Ontology
Outgoing Relation(s)
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  Source
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-fucopyranosideChEBI
β-D-ManA4Ac-(1→3)-α-L-FucNAc-(1→3)-α-D-FucNAc-O[CH2]3NH2ChEBI
ManA4Acβ1-3FucNAcα1-3DFucNAcα-O[CH2]3NH2ChEBI
3-aminopropyl N-acetyl-4-O-acetyl-β-D-mannuronosaminyl-(1→3)-N-acetyl-α-L-galactosaminyl-(1→3)-N-acetyl-α-D-galactosaminideChEBI
Citations