Total Synthesis of the Conjugation‐Ready Hexasaccharides of Pseudomonas aeruginosa Serotype O17 O‐Antigen via One‐Pot Glycosylation DOI Open Access
Guangzong Tian,

Jinting Bao,

Guodong Chen

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 28, 2024

Comprehensive Summary The eradication of Pseudomonas aeruginosa infections is becoming increasingly complex due to the emergence multidrug‐resistant strains, underscoring urgent need for novel therapeutic strategies. Currently, no vaccine available prevent P. and development glycoconjugate vaccines based on lipopolysaccharides (LPS) presents significant challenges. To explore immunological activity serotype O17 O‐antigen, we present first chemical synthesis two hexasaccharides derived from O‐antigen , which possess distinct sequences. these target was accomplished using a chemoselective one‐pot [2+2+2] assembly strategy common step‐wise synthesis, respectively. formation β‐mannosamine glycosidic linkages in products 1 2 achieved through direct stereoselective 1,2‐ cis ‐glycosylation involving 4,6‐ O ‐benzylidene‐induced conformational locking facilitated by Ph SO/Tf pre‐activation, an indirect trans ‐β‐glycosylation alongside S N substitution azide groups at C2, efficient conjugation‐ready oligosaccharides will provide foundational materials identifying key antigens developing vaccines.

Language: Английский

Chemical synthesis of rhynchosporosides DOI
Xiufang Wang, Guozhi Xiao

Journal of Carbohydrate Chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 1 - 10

Published: Oct. 11, 2024

Chemical synthesis of rhynchosporosides that cause scald diseases in barley has been summarized this review. The features two different strategies, namely, two-stage activation and one-pot glycosylation. Comparing with the stepwise synthesis, assembly strategy based on glycosyl ortho-(1-phenylvinyl)benzoates can highly streamline carbohydrates avoiding such problems as aglycone transfer associated traditional glycosylation thioglycosides.

Language: Английский

Citations

0
Total Synthesis of the Conjugation‐Ready Hexasaccharides of Pseudomonas aeruginosa Serotype O17 O‐Antigen via One‐Pot Glycosylation DOI Open Access
Guangzong Tian,

Jinting Bao,

Guodong Chen

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 28, 2024

Comprehensive Summary The eradication of Pseudomonas aeruginosa infections is becoming increasingly complex due to the emergence multidrug‐resistant strains, underscoring urgent need for novel therapeutic strategies. Currently, no vaccine available prevent P. and development glycoconjugate vaccines based on lipopolysaccharides (LPS) presents significant challenges. To explore immunological activity serotype O17 O‐antigen, we present first chemical synthesis two hexasaccharides derived from O‐antigen , which possess distinct sequences. these target was accomplished using a chemoselective one‐pot [2+2+2] assembly strategy common step‐wise synthesis, respectively. formation β‐mannosamine glycosidic linkages in products 1 2 achieved through direct stereoselective 1,2‐ cis ‐glycosylation involving 4,6‐ O ‐benzylidene‐induced conformational locking facilitated by Ph SO/Tf pre‐activation, an indirect trans ‐β‐glycosylation alongside S N substitution azide groups at C2, efficient conjugation‐ready oligosaccharides will provide foundational materials identifying key antigens developing vaccines.

Language: Английский

Citations

0