Synthesis of Campylobacter jejuni capsular oligosaccharides and identification of a potential O -antigen against campylobacteriosis

作者：Jianjun Wang, Xuemei Yang, Zirong Huang, Yong Su, Xinxin Zhang, Song Ni, Peng Wang, Yang Chen, Hongzhi Cao, Xue‐Wei Liu, Xuechen Li, Sheng Chen, Ming Li · 发表于：Science Advances · 年份：2025 · DOI：10.1126/sciadv.adu2318 · 被引用次数：6 · 研究领域：Carbohydrate Chemistry and Synthesis、Glycosylation and Glycoproteins Research、Bacteriophages and microbial interactions

The vaccines against campylobacteriosis are urgently needed because of the rising multidrug resistance of pathogenic Campylobacter jejuni . The capsular polysaccharides of these bacteria, containing unique 6-deoxy-β- d - ido -heptopyranosyl or l - glycero -β- d - ido -heptopyranosyl residues, have emerged as attractive antigens. Expeditious assembly of the oligosaccharides derived from these glycans is challenging because β- d -idopyranosidic linkages are formidable to directly construct. Furthermore, whether the synthetic C. jejuni oligosaccharides could induce sufficient immunogenicity as the potential antigens remains unexplored. Here, we report a protocol for directly forming β- d -idopyranosidic bonds using α- d -6-deoxy- ido -heptopyranosyl, α- d -idopyranosyl, and d -/ l - glycero -α- d - ido -heptopyranosyl ortho -hexynylbenzoates as glycosylating agents under gold(I) catalysis. To demonstrate the versatility of these methods, concise synthesis of conjugatable C. jejuni capsular di-/tetra-/hexa-/octasaccharides, having a backbone of [→3)-6-deoxy-β- d - ido -heptopyranosyl-(1→4)-2-acetamido-2-deoxy-β- d -glucopyranosyl-(1→], has been achieved. The immunogenicity assessment of the glycoconjugates, prepared by conjugating the synthesized oligosaccharides to cross-reactive material 197, reveals the disaccharide as a potential O -antigen for developing vaccines against campylobacteriosis. This work should facilitate development of synthetic vaccines against Campylobacter i...