• 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

合成糖缀合物作为抗福氏志贺菌2a型疾病潜在疫苗的制备

Preparation of synthetic glycoconjugates as potential vaccines against Shigella flexneri serotype 2a disease.

作者信息

Wright Karen, Guerreiro Catherine, Laurent Isabelle, Baleux Françoise, Mulard Laurence A

机构信息

Unité de Chimie Organique, URA CNRS 2128, Institut Pasteur, 28 rue du Dr Roux, 75 724, Paris15, France.

出版信息

Org Biomol Chem. 2004 May 21;2(10):1518-27. doi: 10.1039/b400986J. Epub 2004 Apr 26.

DOI:10.1039/b400986J
PMID:15136809
Abstract

The synthesis of three neoglycopeptides incorporating carbohydrate haptens, differing in length, covalently linked to a non natural universal T helper peptide is disclosed. They were synthesized according to a blockwise strategy based on the condensation of appropriate di-, tri-, and tetrasaccharide trichloroacetimidate donors onto an azidoethyl 2-acetamido-2-deoxybeta-D-glucopyranoside acceptor. Use of thiol-maleimide coupling chemistry allowed site-selective efficient conjugation.

摘要

公开了三种结合了碳水化合物半抗原的新糖肽的合成方法,这些半抗原长度不同,通过共价键与一种非天然通用T辅助肽相连。它们是根据逐步策略合成的,该策略基于将合适的二糖、三糖和四糖三氯乙酰亚胺供体缩合到叠氮乙基2-乙酰氨基-2-脱氧-β-D-吡喃葡萄糖苷受体上。使用硫醇-马来酰亚胺偶联化学实现了位点选择性高效共轭。

相似文献

1
Preparation of synthetic glycoconjugates as potential vaccines against Shigella flexneri serotype 2a disease.合成糖缀合物作为抗福氏志贺菌2a型疾病潜在疫苗的制备
Org Biomol Chem. 2004 May 21;2(10):1518-27. doi: 10.1039/b400986J. Epub 2004 Apr 26.
2
Synthesis of two linear PADRE conjugates bearing a deca- or pentadecasaccharide B epitope as potential synthetic vaccines against Shigella flexneri serotype 2a infection.
Chemistry. 2005 Feb 18;11(5):1625-35. doi: 10.1002/chem.200400903.
3
Blockwise approach to fragments of the O-specific polysaccharide of Shigella flexneri serotype 2a: convergent Synthesis of a decasaccharide representative of a dimer of the branched repeating unit.弗氏志贺菌2a型O-特异性多糖片段的逐块合成方法:支链重复单元二聚体的十糖代表物的汇聚合成
J Org Chem. 2004 Feb 20;69(4):1060-74. doi: 10.1021/jo035125b.
4
Efficient synthesis of six tri- to hexasaccharide fragments of Shigella flexneri serotypes 3a and/or X O-antigen, including a study on acceptors containing N-trichloroacetylglucosamine versus N-acetylglucosamine.福氏志贺菌3a型和/或X型O抗原六个三糖至六糖片段的高效合成,包括对含N-三氯乙酰葡糖胺与N-乙酰葡糖胺受体的研究。
J Org Chem. 2009 Apr 3;74(7):2651-70. doi: 10.1021/jo802127z.
5
Rational design and immunogenicity of liposome-based diepitope constructs: application to synthetic oligosaccharides mimicking the Shigella flexneri 2a O-antigen.基于脂质体的双表位构建体的合理设计与免疫原性:应用于模拟福氏志贺菌2a O抗原的合成寡糖
Vaccine. 2009 Aug 27;27(39):5419-26. doi: 10.1016/j.vaccine.2009.06.031. Epub 2009 Jun 24.
6
Characterization of functional oligosaccharide mimics of the Shigella flexneri serotype 2a O-antigen: implications for the development of a chemically defined glycoconjugate vaccine.福氏志贺菌2a血清型O抗原功能性寡糖模拟物的表征:对化学定义的糖缀合物疫苗开发的启示
J Immunol. 2006 Feb 1;176(3):1686-94. doi: 10.4049/jimmunol.176.3.1686.
7
A synthetic carbohydrate-protein conjugate vaccine candidate against Shigella flexneri 2a infection.一种针对福氏志贺菌2a感染的合成碳水化合物-蛋白质结合疫苗候选物。
J Immunol. 2009 Feb 15;182(4):2241-7. doi: 10.4049/jimmunol.0803141.
8
Synthesis of a D-rhamnose branched tetrasaccharide, repeating unit of the O-chain from Pseudomonas syringae pv. Syringae (cerasi) 435.丁香假单胞菌丁香致病变种(樱桃致病变种)435的O抗原链重复单元——一种D-鼠李糖支链四糖的合成
Carbohydr Res. 2004 Aug 2;339(11):1907-15. doi: 10.1016/j.carres.2004.06.010.
9
Effects of backbone substitutions on the conformational behavior of Shigella flexneri O-antigens: implications for vaccine strategy.骨架取代对福氏志贺菌 O 抗原构象行为的影响:对疫苗策略的启示。
Glycobiology. 2011 Jan;21(1):109-21. doi: 10.1093/glycob/cwq136. Epub 2010 Oct 28.
10
In pursuit of carbohydrate-based HIV vaccines, part 1: The total synthesis of hybrid-type gp120 fragments.探索基于碳水化合物的HIV疫苗,第1部分:杂合型gp120片段的全合成
Angew Chem Int Ed Engl. 2004 May 3;43(19):2557-61. doi: 10.1002/anie.200353625.

引用本文的文献

1
Classical and novel strategies to develop a glycoconjugate vaccine: from concept to efficacy in human.经典与新型策略开发糖缀合物疫苗:从概念到人体疗效。
Hum Vaccin Immunother. 2019;15(6):1338-1356. doi: 10.1080/21645515.2019.1606972.
2
Investigation towards bivalent chemically defined glycoconjugate immunogens prepared from acid-detoxified lipopolysaccharide of Vibrio cholerae O1, serotype Inaba.对由霍乱弧菌O1型稻叶血清型酸解毒脂多糖制备的二价化学定义糖缀合物免疫原的研究。
Glycoconj J. 2009 Jan;26(1):41-55. doi: 10.1007/s10719-008-9160-6. Epub 2008 Jul 23.
3
Structures of synthetic O-antigen fragments from serotype 2a Shigella flexneri in complex with a protective monoclonal antibody.
2a 型福氏志贺菌合成 O 抗原片段与一种保护性单克隆抗体结合的结构
Proc Natl Acad Sci U S A. 2008 Jul 22;105(29):9976-81. doi: 10.1073/pnas.0801711105. Epub 2008 Jul 10.
4
Immunological evidence for functional rather than structural mimicry by a Shigella flexneri Y polysaccharide-mimetic peptide.福氏志贺菌Y多糖模拟肽功能性而非结构性模拟的免疫学证据。
Clin Vaccine Immunol. 2008 Jul;15(7):1106-14. doi: 10.1128/CVI.00050-08. Epub 2008 May 7.
5
O-Acetylation in the O-specific polysaccharide isolated from Shigella flexneri serotype 2a.从福氏志贺菌2a血清型分离出的O-特异性多糖中的O-乙酰化作用。
Carbohydr Res. 2007 Feb 26;342(3-4):643-7. doi: 10.1016/j.carres.2006.09.017. Epub 2006 Nov 7.
6
Carbohydrate moieties as vaccine candidates.作为候选疫苗的碳水化合物部分。
Clin Infect Dis. 2005 Sep 1;41(5):705-12. doi: 10.1086/432582. Epub 2005 Jul 25.