• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利：CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法，用中文像聊天一样搜索，搜遍4000万医学文献。AI智能推荐，让科研检索更轻松。

立即免费搜索

文件翻译

保留排版，准确专业，支持PDF/Word/PPT等文件格式，支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述，25分钟生成高质量综述，智能提取关键信息，辅助科研写作。

立即免费体验

Synthesis of hyaluronic-acid-related oligosaccharides and analogues, as their 4-methoxyphenyl glycosides, having N-acetyl-beta-D-glucosamine at the reducing end.

作者信息

Halkes K M, Slaghek T M, Hyppönen T K, Kruiskamp P H, Ogawa T, Kamerling J P, Vliegenthart J F

机构信息

Bijvoet Center, Department of Bio-Organic Chemistry, Utrech University, The Netherlands.

出版信息

Carbohydr Res. 1998 Jun;309(2):161-74. doi: 10.1016/s0008-6215(98)00116-5.

DOI:10.1016/s0008-6215(98)00116-5
PMID:9741075
Abstract

To contribute to the possibilities to study the ability of oligosaccharide fragments of hyaluronic acid to induce angiogenesis, several hyaluronic-acid-related oligosaccharides and their 6-O-sulfated analogues were synthesised as their 4-methoxyphenyl glycosides having 2-acetamido-2-deoxy-D-glucopyranose at the reducing end. In all syntheses described, the D-glucopyranosyluronic acid residue was obtained by oxidation at C-6 of a corresponding D-glucopyranosyl residue after construction of the oligosaccharide backbone, using pyridinium dichromate and acetic anhydride.

摘要

相似文献

1
Synthesis of hyaluronic-acid-related oligosaccharides and analogues, as their 4-methoxyphenyl glycosides, having N-acetyl-beta-D-glucosamine at the reducing end.
Carbohydr Res. 1998 Jun;309(2):161-74. doi: 10.1016/s0008-6215(98)00116-5.
2
Synthesis of hyaluronic acid-related di-, tri-, and tetra-saccharides having an N-acetylglucosamine residue at the reducing end.还原端带有N-乙酰葡糖胺残基的透明质酸相关二糖、三糖和四糖的合成。
Carbohydr Res. 1994 Mar 4;255:61-85. doi: 10.1016/s0008-6215(00)90971-6.
3
Synthesis of heparin fragments. A chemical synthesis of the pentasaccharide O-(2-deoxy-2-sulfamido-6-O-sulfo-alpha-D-glucopyranosyl)-(1-4 )-O-(beta-D-glucopyranosyluronic acid)-(1-4)-O-(2-deoxy-2-sulfamido-3,6-di-O-sulfo-alpha-D-glu copyranosyl)-(1-4)-O-(2-O-sulfo-alpha-L-idopyranosyluronic acid)-(1-4)-2-deoxy-2-sulfamido-6-O-sulfo-D-glucopyranose decasodium salt, a heparin fragment having high affinity for antithrombin III.肝素片段的合成。五糖O-（2-脱氧-2-磺酰胺基-6-O-磺基-α-D-吡喃葡萄糖基）-（1→4）-O-（β-D-吡喃葡萄糖醛酸）-（1→4）-O-（2-脱氧-2-磺酰胺基-3,6-二-O-磺基-α-D-吡喃葡萄糖基）-（1→4）-O-（2-O-磺基-α-L-吡喃艾杜糖醛酸）-（1→4）-2-脱氧-2-磺酰胺基-6-O-磺基-D-吡喃葡萄糖十钠盐的化学合成，一种对抗凝血酶III具有高亲和力的肝素片段。
Carbohydr Res. 1986 Mar 15;147(2):221-36. doi: 10.1016/s0008-6215(00)90633-5.
4
The use of 2-deoxy-2-trichloroacetamido-D-glucopyranose derivatives in syntheses of oligosaccharides.2-脱氧-2-三氯乙酰氨基-D-吡喃葡萄糖衍生物在寡糖合成中的应用。
Carbohydr Res. 1994 Jul 16;260(2):189-202. doi: 10.1016/0008-6215(94)84038-5.
5
Use of O-(2,3,4-tri-O-acetyl-alpha-L-fucopyranosyl)-(1----3)-O-(2-acetamido- 4,6-di-O-acetyl-2-deoxy-beta-D-glucopyranosyl)-(1----3)-2,4,6-tri-O- acetyl-alpha-D-galactopyranosyl bromide as a glycosyl donor. Synthesis of 4-nitrophenyl O-alpha-L-fucopyranosyl-(1----3)-O-(2-acetamido-2-deoxy-beta-D- glucopyranosyl)-(1----3)-beta-D-galactopyranoside.使用O-(2,3,4-三-O-乙酰基-α-L-呋喃岩藻糖基)-(1→3)-O-(2-乙酰氨基-4,6-二-O-乙酰基-2-脱氧-β-D-吡喃葡萄糖基)-(1→3)-2,4,6-三-O-乙酰基-α-D-吡喃半乳糖基溴作为糖基供体。4-硝基苯基O-α-L-呋喃岩藻糖基-(1→3)-O-(2-乙酰氨基-2-脱氧-β-D-吡喃葡萄糖基)-(1→3)-β-D-吡喃半乳糖苷的合成。
Carbohydr Res. 1988 Mar 1;173(2):297-302. doi: 10.1016/s0008-6215(00)90826-7.
6
Synthetic studies on an oligosaccharide of a glycolipid from the spermatozoa of bivalves. IX. Synthesis of lipids I, II, and IV.
Carbohydr Res. 1994 May 20;258:93-104. doi: 10.1016/0008-6215(94)84078-4.
7
The use of 2-deoxy-2-trichloroacetamido-D-glucopyranose derivatives in syntheses of hyaluronic acid-related tetra-, hexa-, and octa-saccharides having a methyl beta-D-glucopyranosiduronic acid at the reducing end.2-脱氧-2-三氯乙酰氨基-D-吡喃葡萄糖衍生物在还原端具有β-D-吡喃葡萄糖醛酸甲酯的透明质酸相关四糖、六糖和八糖合成中的应用。
Carbohydr Res. 1996 Jul 19;288:109-25. doi: 10.1016/s0008-6215(96)90785-5.
8
Synthesis of an octasaccharide fragment of high-mannose-type glycans of glycoproteins.
Carbohydr Res. 1992 Apr 10;228(1):157-70. doi: 10.1016/s0008-6215(00)90557-3.
9
1,3,4,6-Tetra-O-acetyl-2-chloroacetamido-2-deoxy-beta-D-glucopyranose as a glycosyl donor in syntheses of oligosaccharides.1,3,4,6-四-O-乙酰基-2-氯乙酰氨基-2-脱氧-β-D-吡喃葡萄糖作为寡糖合成中的糖基供体。
Carbohydr Res. 1990 Jul 15;202:239-55. doi: 10.1016/0008-6215(90)84083-7.
10
Synthesis of methyl glycosides of beta-(1----6)-linked D-galactobiose, galactotriose, and galactotetraose having a 3-deoxy-3-fluoro-beta-D-galactopyranoside end-residue.
Carbohydr Res. 1985 Jul 15;140(2):289-98. doi: 10.1016/0008-6215(85)85129-6.

引用本文的文献

1
Chemical synthesis of a hyaluronic acid decasaccharide.透明质酸十糖的化学合成
J Org Chem. 2009 Oct 16;74(20):7608-17. doi: 10.1021/jo9016925.
2
Highly efficient syntheses of hyaluronic acid oligosaccharides.透明质酸寡糖的高效合成
Chemistry. 2007;13(2):529-40. doi: 10.1002/chem.200601090.
3
A facile method for oxidation of primary alcohols to carboxylic acids and its application in glycosaminoglycan syntheses.一种将伯醇氧化为羧酸的简便方法及其在糖胺聚糖合成中的应用。
Chemistry. 2006 Jul 5;12(20):5246-52. doi: 10.1002/chem.200600290.