The present invention relates to the total chemical synthesis of the monosaccharide 35# (R' = H), the disaccharide 36# (R' ≠ H; R'' = H), the trisaccharide 37# (R' ≠ H; R'' ≠ H; R''' = H) and the tetrasaccharide 1#(R' ≠ H; R'' ≠ H; R''' ≠ H) of the following general formula wherein R represents –Y–NH2 Y represents a linker R' is H or R'' is H or R''' is H or of the lipopolysaccharide from Neisseria meningitidis, as well as to the trisaccharide 37# and the tetrasaccharide 1#, to vaccines containing at least one of the saccharides 1#, 35#, 36#, and 37# and to the use of such vaccine for immunization against diseases caused by infection with bacteria containing the tetrasaccharide α-GlcNAc-(1→2)-α- Hep-(1→3)-α-Hep-(1→5)-α-Kdo or the trisaccharide α-Hep-(1→3)-α-Hep-(1→5)-α- Kdo or α-GlcNAc-(1→2)-α-Hep-(1→3)-α-Hep, especially for immunization against meningitis, septicaemia, pneumonia and nasopharyngitis caused by Neisseria meningitidis.
本发明涉及以下通式的
单糖35#(R'=H)、
双糖36#(R'≠H;R''=H)、三糖37#(R'≠H;R''≠H;R'''=H)和四糖1#(R'≠H;R''≠H;R'''≠H)的全合成,其中R代表-Y-NH2,Y代表连接剂,R'为H或R''为H或R'''为H或来自脑膜炎奈瑟氏菌的脂
多糖。本发明还涉及三糖37#和四糖1#,包含至少一个糖1#、35#、36#和37#的疫苗以及使用这种疫苗用于预防由感染四糖α-GlcNAc-(1→2)-α-Hep-(1→3)-α-Hep-(1→5)-α-Kdo或三糖α-Hep-(1→3)-α-Hep-(1→5)-α-Kdo或α-GlcNAc-(1→2)-α-Hep-(1→3)-α-Hep的细菌引起的疾病,特别是预防由脑膜炎奈瑟氏菌引起的脑膜炎、败血症、肺炎和鼻咽炎。