• 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

Use of phenyl 2-alpha-selenoglycosides of N-acetylneuraminic acid as a glycosyl donor for the glycosylation reactions.

作者信息

Ikeda Kiyoshi, Sugiyama Yuji, Tanaka Kiyoshi, Sato Masayuki

机构信息

School of Pharmaceutical Sciences, University of Shizuoka, Shizuoka, Japan.

出版信息

Bioorg Med Chem Lett. 2002 Sep 2;12(17):2309-11. doi: 10.1016/s0960-894x(02)00400-6.

DOI:10.1016/s0960-894x(02)00400-6
PMID:12161122
Abstract

Phenyl 2-alpha-selenoglycosides of Neu5Ac were successfully prepared from the corresponding peracetylated chloro derivative of Neu5Ac 1 and phenylselenol in the presence of N,N-di-isopropylethylamine in excellent yields. The reaction of with various alcohols was effectively catalyzed by NIS/TfOH or DMTST to produce a variety of glycosides in moderate yields. Selective activation of over phenyl 2-alpha-thioglycoside of Neu5Ac with AgOTf/K(2)CO(3) was also achieved.

摘要

相似文献

1
Use of phenyl 2-alpha-selenoglycosides of N-acetylneuraminic acid as a glycosyl donor for the glycosylation reactions.
Bioorg Med Chem Lett. 2002 Sep 2;12(17):2309-11. doi: 10.1016/s0960-894x(02)00400-6.
2
Novel glycosylation reactions using glycosyl thioimidates of N-acetylneuraminic acid as sialyl donors.使用N-乙酰神经氨酸的糖基硫代亚胺作为唾液酸供体的新型糖基化反应。
Bioorg Med Chem Lett. 2006 May 15;16(10):2618-20. doi: 10.1016/j.bmcl.2006.02.037. Epub 2006 Mar 3.
3
Preparation of 4-pentenoic acid ester of Neu5Ac and 4-pentenyl glycoside of Neu5Ac and their application to glycosylation.Neu5Ac的4-戊烯酸酯和Neu5Ac的4-戊烯基糖苷的制备及其在糖基化中的应用。
Chem Pharm Bull (Tokyo). 2005 Nov;53(11):1490-3. doi: 10.1248/cpb.53.1490.
4
N,N-Diacetylsialyl chloride--a novel readily accessible sialyl donor in reactions with neutral and charged nucleophiles in the absence of a promoter.N,N-二乙酰神经氨酸氯--一种新型的唾液酸供体，可在无促进剂的情况下与中性和带电荷的亲核试剂反应。
Carbohydr Res. 2010 Apr 19;345(6):721-30. doi: 10.1016/j.carres.2010.01.005. Epub 2010 Jan 18.
5
Combinatorial synthesis of an oligosaccharide library by using beta-bromoglycoside-mediated iterative glycosylation of selenoglycosides: rapid expansion of molecular diversity with simple building blocks.利用β-溴代糖苷介导的硒代糖苷迭代糖基化反应进行寡糖文库的组合合成：用简单的构建模块快速扩展分子多样性
Chemistry. 2005 Oct 21;11(21):6159-74. doi: 10.1002/chem.200500126.
6
Study of glycosylation with N-trichloroacetyl-D-glucosamine derivatives in the syntheses of the spacer-armed pentasaccharides sialyl lacto-N-neotetraose and sialyl lacto-N-tetraose, their fragments, and analogues.在带有间隔臂的五糖唾液酸乳糖-N-新四糖和唾液酸乳糖-N-四糖及其片段和类似物的合成中，用N-三氯乙酰-D-葡萄糖胺衍生物进行糖基化的研究。
Carbohydr Res. 2001 Nov 1;336(1):13-46. doi: 10.1016/s0008-6215(01)00213-0.
7
Synthesis of C-glycosyl compounds of N-acetylneuraminic acid from D-gluconolactone.从D-葡萄糖酸内酯合成N-乙酰神经氨酸的C-糖基化合物。
Carbohydr Res. 2002 Nov 19;337(21-23):1967-78. doi: 10.1016/s0008-6215(02)00176-3.
8
Access to 3-O-Functionalized N-Acetylneuraminic Acid Scaffolds.获取3-O-官能化的N-乙酰神经氨酸支架。
J Org Chem. 2015 Aug 7;80(15):7746-51. doi: 10.1021/acs.joc.5b00992. Epub 2015 Jul 14.
9
Neuraminidase substrate promiscuity permits a mutant Micromonospora viridifaciens enzyme to synthesize artificial carbohydrates.神经氨酸酶底物的混杂性允许一种突变的微球菌酶来合成人工碳水化合物。
Biochemistry. 2014 Jun 24;53(24):3982-89. doi: 10.1021/bi500203p.
10
Stereodirecting Effect of C5-Carboxylate Substituents on the Glycosylation Stereochemistry of 3-Deoxy-d- manno-oct-2-ulosonic Acid (Kdo) Thioglycoside Donors: Stereoselective Synthesis of α- and β-Kdo Glycosides.C5-羧酸酯取代基对 3-脱氧-d-甘露辛-2-酮糖酸（Kdo）硫代糖苷供体糖基化立体化学的立体定向效应：α-和β-Kdo 糖苷的立体选择性合成。
J Am Chem Soc. 2018 Mar 14;140(10):3574-3582. doi: 10.1021/jacs.7b09461. Epub 2018 Mar 6.

引用本文的文献

1
On-water synthesis of glycosyl selenocyanate derivatives and their application in the metal free organocatalytic preparation of nonglycosidic selenium linked pseudodisaccharide derivatives.糖基硒氰酸酯衍生物的水相合成及其在无金属有机催化制备非糖苷硒连接假二糖衍生物中的应用
RSC Adv. 2021 Mar 15;11(18):10902-10911. doi: 10.1039/d1ra00711d. eCollection 2021 Mar 10.