A highly efficient and convergent synthesis of a hexasaccharide, a dimer of the repeating unit of the antigen O2 polysaccharide of Stenotrophomonas maltophilia
文献类型：期刊论文
| 作者 | Wang, W; Kong, FZ |
| 刊名 | CARBOHYDRATE RESEARCH
 |
| 出版日期 | 1999 |
| 卷号 | 315期号:2015-01-02页码:128-136 |
| 关键词 | Synthesis Of Hexasaccharide O2 Antigen Of Stenotrophomonas Maltophilia Glycosylation |
| DOI | 10.1016/S0008-6215(99)00004-X |
| 英文摘要 | A highly efficient and convergent synthesis of a hexasaccharide, which is a dimer of the repeating unit of the antigen O2 polysaccharide of Stenotrophomonas maltophilia, was achieved via coupling of 2,3,4-tri-O-acetyl-alpha-L-xylopyranosyl bromide with the tetrasaccharide, allyl 4-O-{3-O-[4-O-(3,4-di-O-benzoyl-alpha-L-rhamnopyranosyl)-2,3,6-tri-O-benzoyl-alpha-D-mannopyranosyl]-4-benzoyl-alpha-L-rhamnopranosyl}-2,3,6-tri-O-benzoyl-alpha-D-mannopyranoside (18) by the Koenigs-Knorr method followed by deacylation. Compound 18 was readily prepared from the coupling of the disaccharide trichloroacetimidate, 4-O-(2-O-acetyl-3,4-di-O-benzoyl-alpha-L-rhamnopyranosyl)-2,3,6-tri-O-benzoyl-alpha-D-mannopyranosyl trichloroacetimidate (8) with the disaccharide acceptor, allyl 4-O-(2-O-acetyl-4-O-benzoyl-alpha-L-rhamnopyranosyl)-2,3,6-tri-O-benzoyl-alpha-D-mannopyranoside (16), and both 8 and 16 were prepared via the trichloroacetimidate method from simple starting materials. The sole use of acyl protecting groups substantially simplified protection and deprotection, and the allyl group at the reducing end of allyl 4-O-{2-O[2,3,4-tri-O-acetyl-beta-L-xylopyranosyl]-3-O-[4-O-(2-O-(2,3,4-tri-O-acetyl-beta-L-rhamnopyranosyl)-3,4-di-O-benzoyl-alpha-L-rhamnopyranosyl)-2,3,6-tri-O-benzoyl-alpha-D-mannopyranosyl]-4-O-benzoyl-alpha-L-rhamnopyranosyl} -2,3,6-tri-O-benzoyl-alpha-D-mannopyranoside 19 allowed further chemical transformation. (C) 1999 Elsevier Science Ltd. All rights reserved. |
| WOS研究方向 | Biochemistry & Molecular Biology ; Chemistry |
| WOS记录号 | WOS:000080700200012 |
| 源URL | [http://ir.rcees.ac.cn/handle/311016/24241]  |
| 专题 | 生态环境研究中心_中国科学院环境生物技术重点实验室 |
| 推荐引用方式 GB/T 7714 | Wang, W,Kong, FZ. A highly efficient and convergent synthesis of a hexasaccharide, a dimer of the repeating unit of the antigen O2 polysaccharide of Stenotrophomonas maltophilia[J]. CARBOHYDRATE RESEARCH,1999,315(2015-01-02):128-136. |
| APA | Wang, W,&Kong, FZ.(1999).A highly efficient and convergent synthesis of a hexasaccharide, a dimer of the repeating unit of the antigen O2 polysaccharide of Stenotrophomonas maltophilia.CARBOHYDRATE RESEARCH,315(2015-01-02),128-136. |
| MLA | Wang, W,et al."A highly efficient and convergent synthesis of a hexasaccharide, a dimer of the repeating unit of the antigen O2 polysaccharide of Stenotrophomonas maltophilia".CARBOHYDRATE RESEARCH 315.2015-01-02(1999):128-136. |
入库方式： OAI收割
来源：生态环境研究中心
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