Divergent Synthesis and Antigenicity Evaluation of Core Oligosaccharides of the Lipopolysaccharides from Acinetobacter baumannii SMAL and ATCC 19606
文献类型：期刊论文
| 作者 | Luo, Sheng3; Xu, Zhuo-Jia2; Wang, Xia3; Hu, Xiao-Qing3; Shang, Ke3; Zhang, Zhen3; He, Chao1; Qin, Yong3; Yang, Jin-Song3 |
| 刊名 | ORGANIC LETTERS
 |
| 出版日期 | 2024-09-16 |
| 卷号 | 26期号:38页码:8069-8073 |
| ISSN号 | 1523-7060 |
| DOI | 10.1021/acs.orglett.4c02892 |
| 通讯作者 | Yang, Jin-Song(yjs@scu.edu.cn) |
| 英文摘要 | Acinetobacter baumannii poses a serious threat to human health. Pathogenic bacterial lipopolysaccharides (LPSs) are potent immunogens for the development of antibacterial vaccines. To investigate the antigenic properties of A. baumannii LPS, five well-defined core oligosaccharide fragments from the LPS of A. baumannii SMAL and ATCC 19606 were synthesized. A divergent synthesis strategy based on orthogonally protected alpha-(2 -> 5)-linked Kdo dimer 6 was developed. Selective exposure of different positions in this key precursor and then elongation of sugar chains via stereocontrolled formation of both 1,2-trans and 1,2-cis-2-aminoglycosidic linkages permitted the efficient synthesis of the targets. The synthetic route also highlights a 4-O and then 7-O glycosylation sequence for assembly of the novel 4,7-branched Kdo framework. Antigenicity assay using the glycan microarray technique disclosed that tetrasaccharide 3 featuring both 4,7-branch and alpha-(2 -> 5)-Kdo-Kdo structural elements was a potential antigenic determinant. |
| WOS关键词 | ACID ; POLYSACCHARIDES ; GLYCOSIDES |
| 资助项目 | National Natural Science Foundation[21921002] ; National Natural Science Foundation[22177082] ; Science and Technology Department of Sichuan Province[2022ZYD0081] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:001314355000001 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/313338]  |
| 专题 | 中国科学院上海药物研究所 |
| 通讯作者 | Yang, Jin-Song |
| 作者单位 | 1.Sichuan Univ, West China Hosp, Dept Lab Med, Chengdu 610041, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Chem Biol, Shanghai 201203, Peoples R China 3.Sichuan Univ, Sichuan Res Ctr Drug Precis Ind Technol, West China Sch Pharm, Key Lab Drug Targeting & Drug Delivery Syst,Educ M, Chengdu 610041, Peoples R China |
| 推荐引用方式 GB/T 7714 | Luo, Sheng,Xu, Zhuo-Jia,Wang, Xia,et al. Divergent Synthesis and Antigenicity Evaluation of Core Oligosaccharides of the Lipopolysaccharides from Acinetobacter baumannii SMAL and ATCC 19606[J]. ORGANIC LETTERS,2024,26(38):8069-8073. |
| APA | Luo, Sheng.,Xu, Zhuo-Jia.,Wang, Xia.,Hu, Xiao-Qing.,Shang, Ke.,...&Yang, Jin-Song.(2024).Divergent Synthesis and Antigenicity Evaluation of Core Oligosaccharides of the Lipopolysaccharides from Acinetobacter baumannii SMAL and ATCC 19606.ORGANIC LETTERS,26(38),8069-8073. |
| MLA | Luo, Sheng,et al."Divergent Synthesis and Antigenicity Evaluation of Core Oligosaccharides of the Lipopolysaccharides from Acinetobacter baumannii SMAL and ATCC 19606".ORGANIC LETTERS 26.38(2024):8069-8073. |
入库方式： OAI收割
来源：上海药物研究所
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