Synthesis of beta-D-glucose oligosaccharides from Phytophthora parasitica
文献类型：期刊论文
| 作者 | Zeng, YL; Kong, FZ |
| 刊名 | CARBOHYDRATE RESEARCH
 |
| 出版日期 | 2003 |
| 卷号 | 338期号:22页码:2359-2366 |
| 关键词 | Beta-d-glucans Trichloroacetimidates Regio- And Stereoselective Synthesis |
| DOI | 10.1016/j.carres.2003.08.004 |
| 英文摘要 | The glucohexaose, beta-D-Glcp-(1 --> 3)-[beta-D-Glcp-(1 --> 3)-beta-D-Glcp-(1 --> 3)-(3-D-Glcp-(1 --> 6)]-(3-D-Glcp-(1 --> 3)-o-Glcp, was synthesized as its allyl glycoside via 3+3 strategy. The trisaccharide donor, 2,3,4,6-tetra-O-benzoyl-alpha-D-glucopyranosyl-(1 --> 3)-2,4,6-tri-O-acetyl-(3-D-glucopyranosyl-(1 --> 3)-2,4,6-tri-O-acetyl-alpha-D-glucopyranosyl trichloroacetimidate (11), was obtained by 3-selective coupling of isopropyl 4,6-O-benzylidene-1-thio-(3-D-glucopyranoside (2) with 2,3,4,6-tetra-O-benzoyl-(3-D-glucopyranosyl-(1 3)-2-O-acetyl-4,6-O-benzylidene-alpha-D-glucopyranosyl trichloroacetimidate (6), followed by hydrolysis, acetylation, dethiolation, and trichloroacetimidation. Meanwhile, the trisaccharide acceptor, allyl 2,3,4,6-tetra-O-benzoyl-(3-D-glucopyranosyl-(1 --> 3)-2-O-acetyl(3-D-glucopyranosyl-(1 3)-4,6-di-O-acetyl-2-O-benzoyl-alpha-D-glucopyranoside (14), was prepared by coupling of allyl 4,6-di-Oacetyl-2-O-benzoyl-alpha-D-glucopyranoside (12) with 6, followed by debenzylidenation. Condensation of 14 with 11, followed by deacylation, gave the target hexaoside. A (3-(1 ->3)-linked tetrasaccharide 29 was also synthesized with methyl 2-O-benzoyl-4,6-0benzylidene-(3-D-glucopyranosyl-(1-> 3)-2,4,6-tri-O-acetyl-(3-D-glucopyranoside (25) as the acceptor and acylated (3-(1 3)-linked disaccharide 21 as the donor. 2003 Elsevier Ltd. All rights reserved. |
| WOS研究方向 | Biochemistry & Molecular Biology ; Chemistry |
| WOS记录号 | WOS:000186359700009 |
| 源URL | [http://ir.rcees.ac.cn/handle/311016/23836]  |
| 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 | Zeng, YL,Kong, FZ. Synthesis of beta-D-glucose oligosaccharides from Phytophthora parasitica[J]. CARBOHYDRATE RESEARCH,2003,338(22):2359-2366. |
| APA | Zeng, YL,&Kong, FZ.(2003).Synthesis of beta-D-glucose oligosaccharides from Phytophthora parasitica.CARBOHYDRATE RESEARCH,338(22),2359-2366. |
| MLA | Zeng, YL,et al."Synthesis of beta-D-glucose oligosaccharides from Phytophthora parasitica".CARBOHYDRATE RESEARCH 338.22(2003):2359-2366. |
入库方式： OAI收割
来源：生态环境研究中心
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