Synthesis of the trisaccharide outer core fragment of Burkholderia cepacia pv. vietnamiensis lipooligosaccharide.
The synthesis of β-Gal-(1→3)-α-GalNAc-(1→3)-β-GalNAc allyl trisaccharide as the outer core fragment of Burkholderia cepacia pv. vietnamiensis lipooligosaccharide was accomplished through a concise, optimized, multi-step synthesis, having as key steps three glycosylations, that were in-depth studied performing them under several conditions. The target trisaccharide was designed with an allyl aglycone in order to open a future access to the conjugation with an immunogenic protein en route to the development of a synthetic neoglycoconjugate vaccine against this Burkholderia pathogen.
Dipartimento di Chimica Organica e Biochimica, Università di Napoli Federico II, Complesso Universitario Monte S.Angelo, Via Cintia 4, 80126 Napoli, Italy. ebedini@unina.it
Emiliano
E
Bedini
Luigi
L
Cirillo
Michelangelo
M
Parrilli
D016956:Burkholderia cepacia / Q000737:chemistry*; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D008070:Lipopolysaccharides / Q000737:chemistry*; D008969:Molecular Sequence Data; D014312:Trisaccharides / Q000138:chemical synthesis* / Q000737:chemistry
D008070:Lipopolysaccharides; D014312:Trisaccharides; C023023:lipid-linked oligosaccharides