Chemical Synthesis and Immunological Evaluation of Helicobacter pylori Serotype O6 Tridecasaccharide O-Antigen Containing a dd-Heptoglycan.
Angew Chem Int Ed Engl
; 59(32): 13362-13370, 2020 08 03.
Article
en En
| MEDLINE
| ID: mdl-32363752
ABSTRACT
The development of glycoconjugate vaccines against Helicobacter pylori is challenging. An exact epitope of the H. pylori lipo-polysaccharide (LPS) O-antigens that contain Lewis determinant oligosaccharides and unique dd-heptoglycans has not yet been identified. Reported here is the first total synthesis of H. pylori serotype O6 tridecasaccharide O-antigen containing a terminal Ley tetrasaccharide, a unique α-(1â3)-, α-(1â6)-, and α-(1â2)-linked heptoglycan, and a ß-d-galactose connector, by an [(2×1)+(3+8)] assembly sequence. Seven oligosaccharides covering different portions of the entire O-antigen were prepared for immunological investigations with a particular focus on elucidation of the roles of the dd-heptoglycan and Ley tetrasaccharide. Glycan microarray analysis of sera from rabbits immunized with isolated serotype O6 LPS revealed a humoral immune response to the α-(1â3)-linked heptoglycan, a key motif for designing glycoconjugate vaccines for H. pylori serotype O6.
Palabras clave
Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Oligosacáridos
/
Helicobacter pylori
/
Antígenos O
Límite:
Animals
Idioma:
En
Revista:
Angew Chem Int Ed Engl
Año:
2020
Tipo del documento:
Article