文献类型：期刊文献

英文题名：Synthesis of aminoglucuronic acid glycans from the capsular polysaccharide of Staphylococcus aureus type 2

作者：Shang, Jintao[1,2];Yu, Yikun[1,2];Lin, Jinfeng[1,3];Chang, Dongsheng[1,2];Zhang, Lvfeng[1,2];Zhao, Liming[1,3];Yang, You[1,2,4]

机构：[1]East China Univ Sci & Technol, Shanghai Frontiers Sci Ctr Optogenet Tech Cell Met, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China;[2]Sch Pharm, Shanghai Key Lab New Drug Design, Shanghai 200237, Peoples R China;[3]Shanghai Collaborat Innovat Ctr Biomfg Technol SCI, Shanghai 200237, Peoples R China;[4]Shandong Guanghao Biol Prod Co Ltd, Linyi 276300, Shandong, Peoples R China

年份：2026

卷号：24

期号：4

起止页码：842

外文期刊名：ORGANIC & BIOMOLECULAR CHEMISTRY

收录：;EI(收录号：20260119854440);WOS:【SCI-EXPANDED(收录号:WOS:001652341100001)】；

基金：Financial support from the National Natural Science Foundation of China (22577027 and 22071054), the Natural Science Foundation of Shanghai (25ZR1401088), the Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism (Shanghai Municipal Education Commission), the Fundamental Research Funds for the Central Universities (JKY01251516), the Open Research Fund of the State Key Laboratory of Chemical Biology and the Taishan Industrial Experts Program (tscx202312168) is gratefully acknowledged.

语种：英文

外文关键词：Antibiotics - Antigens - Bacteria - Polysaccharides - Staphylococcus aureus

摘要：The escalating antibiotic resistance of Staphylococcus aureus has made glycoconjugate vaccines targeting its surface polysaccharides a highly promising strategy for preventing staphylococcal infections. However, the development of a type 2-specific S. aureus vaccine has been hindered by the limited accessibility of its unique aminoglucuronic acid glycans. Efficient assembly of complex aminoglucuronic acid glycans with diverse amino modifications was achieved by employing the photolabile o-nitrobenzyloxycarbonyl (oNBC) and hydrogenolysis-labile trichloroacetyl (TCA) groups as orthogonal amine-protecting groups. A late-stage oxidation step was utilized to simultaneously convert multiple primary hydroxyl groups of the amino-oligosaccharide chains to carboxylate groups. This approach provided access to a series of aminoglucuronic acid antigens of varying lengths and N-functionalization patterns, serving as the basis for the rational development of a glycoconjugate vaccine against S. aureus type 2.