2-Aminoethyl glycoside of the pseudotetrasaccharide α-d-Glcp-(1-3)-α-l-Rhap-(1-4)-d-Rib-ol-(5-P-2)-α-d-Galp structurally related to a repeating unit of the Streptococcus pneumoniae type 6B capsular polysaccharide has been synthesized. At the key step, suitably protected pseudotrisaccharide α-d-Glcp-(1-3)-α-l-Rhap-(1-4)-d-Rib-ol with a free 5-OH group in the ribitol moiety and 2-OH α-galactoside were connected via a phosphate bridge using the hydrogen phosphonate procedure.
synthesis, Streptococcus, capsular polysaccharide, conjugate vaccines, glycoconjugate, 2-Aminoethyl glycoside, Antigenic oligosaccharide, Streptococcus pneumoniae type 6B
Publication DOI: 10.1080/07328303.2017.1420797Journal NLM ID: 8218151Publisher: Marcel Dekker
Correspondence: nen@ioc.ac.ru
Institutions: Laboratory of Glycoconjugate Chemistry, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky prospect 47, Moscow, Russia, Laboratory of Therapeutic Vaccines, Mechnikov Research Institute for Vaccines and Sera, Mal. Kazennyi per.5a, Moscow, Russia
Methods: 13C NMR, 1H NMR, NMR-2D, TLC, 31P NMR, ESI-MS, chemical synthesis, chemical methods, GPC, glycosylation, optical rotation measurement
Found