2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethyl) β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside | 1103188-89-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethyl) β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside
• 英文别名: 2-(2-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}ethyl) β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside
• CAS: 1103188-89-1
• 化学式: C₂₀H₃₇N₃O₁₄
• 分子量: 543.525
• InChiKey: QTHVUAFKLXYZEI-YAIANMIZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.01
• 重原子数：
  37.0
• 可旋转键数：
  17.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  254.98
• 氢给体数：
  7.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethyl) β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside 、 苯甲酰氯 在 吡啶 作用下， 以5.93 g的产率得到
  参考文献：
  名称：

  A highly versatile convergent/divergent “onion peel” synthetic strategy toward potent multivalent glycodendrimers

  摘要：

  报道了合成“洋葱皮”糖树脂的收敛和发散策略，这导致了一种已知最好的多价配体，用于对抗从铜绿假单胞菌分离的细菌凝集素的毒力因子。

  DOI：

  10.1039/c4cc06191h
• 作为产物：
  描述：

  1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose 在 甲醇 、 sodium azide 、 三氟化硼乙醚 、 sodium methylate 、 sodium iodide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethyl) β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside
  参考文献：
  名称：

  A highly versatile convergent/divergent “onion peel” synthetic strategy toward potent multivalent glycodendrimers

  摘要：

  报道了合成“洋葱皮”糖树脂的收敛和发散策略，这导致了一种已知最好的多价配体，用于对抗从铜绿假单胞菌分离的细菌凝集素的毒力因子。

  DOI：

  10.1039/c4cc06191h

文献信息

• [EN] MODULAR SYNTHESIS OF AMPHIPHILIC JANUS GLYCODENDRIMERS AND THEIR SELF-ASSEMBLY INTO GLYCODENDRIMERSOMES<br/>[FR] SYNTHÈSE MODULAIRE DE GLYCODENDRIMÈRES AMPHIPHILES DE TYPE JANUS ET LEUR AUTOASSEMBLAGE EN GLYCODENDRIMÈRESOMES
  申请人：PERCEC VIRGIL

  公开号：WO2014190024A1

  公开（公告）日：2014-11-27

  The invention concerns compounds of the formula (I) wherein: Y1 and Y2 are independently a monosaccharide or disaccharide; X1 and X2 are independently -(R9-O)m-, -(R10)P-, -O-(R11-O)q-, -R16-O-R17-O- or a covalent bond; Q1 and Q2 are independently a nitrogen-containing heterocycle moiety; Z1 and Z2 are independently -(O-R7)-, -(O-C(=O)-R8)a-, -O-C(=O)-R12-C(=0)-R13-, -O- C(=O)-R14-C(=O)-R15 or a covalent bond; R7-R17 are each independently C1-C6 alkyl; R1-R6 are each independently a linear or branched alkly group; b, c, d, e, f, and g are 0 or 1, provided b + c + d equals at least 2 and e + f + g equals at least 2; and a, m, p, and q are each an integer from 1-6.

  该发明涉及式(I)的化合物，其中：Y1和Y2分别是单糖或二糖；X1和X2分别是-(R9-O)m-，-(R10)P-，-O-(R11-O)q-，-R16-O-R17-O-或共价键；Q1和Q2分别是含氮杂环基；Z1和Z2分别是-(O-R7)-，-(O-C(=O)-R8)a-，-O-C(=O)-R12-C(=0)-R13-，-O- C(=O)-R14-C(=O)-R15或共价键；R7-R17各自独立地是C1-C6烷基；R1-R6各自独立地是线性或支链烷基；b、c、d、e、f和g为0或1，但要求b + c + d至少等于2，e + f + g至少等于2；a、m、p和q各自是1-6的整数。
• Modular Synthesis of Amphiphilic Janus Glycodendrimers and Their Self-Assembly into Glycodendrimersomes and Other Complex Architectures with Bioactivity to Biomedically Relevant Lectins
  作者：Virgil Percec、Pawaret Leowanawat、Hao-Jan Sun、Oleg Kulikov、Christopher D. Nusbaum、Tam M. Tran、Annabelle Bertin、Daniela A. Wilson、Mihai Peterca、Shaodong Zhang、Neha P. Kamat、Kevin Vargo、Diana Moock、Eric D. Johnston、Daniel A. Hammer、Darrin J. Pochan、Yingchao Chen、Yoann M. Chabre、Tze C. Shiao、Milan Bergeron-Brlek、Sabine André、René Roy、Hans-J. Gabius、Paul A. Heiney

  DOI：10.1021/ja403323y

  日期：2013.6.19

  libraries containing 51 self-assembling amphiphilic Janus dendrimers with the monosaccharides D-mannose and D-galactose and the disaccharide D-lactose in their hydrophilic part is reported. These unprecedented sugar-containing dendrimers are named amphiphilic Janus glycodendrimers. Their self-assembly by simple injection of THF or ethanol solution into water or buffer and by hydration was analyzed by a combination

  报告了 7 个文库的模块化合成，该文库包含 51 个自组装两亲两性树枝状聚合物，其亲水部分含有单糖 D-甘露糖和 D-半乳糖以及双糖 D-乳糖。这些史无前例的含糖树枝状聚合物被命名为两亲性 Janus 树枝状聚合物。它们通过简单地将 THF 或乙醇溶液注入水或缓冲液中并通过水合进行自组装，通过动态光散射、共聚焦显微镜、低温透射电子显微镜、傅里叶变换分析和微量吸管抽吸实验等方法的组合进行分析，以评估机械性能。这些文库揭示了硬和软组件的多样性，包括单层球形、多边形和管状囊泡，称为糖树体，Janus glycodendrimer 和棒状胶束的聚集体称为 glycodendrimer 聚集体和 glycodendrimermicelles，cubosomes 表示 glycodendrimercubosomes 和固体薄片。这些组件在水中和缓冲液中随着时间的推移是稳定的，表现出窄的分子量分布，并显
• Robust multidentate ligands for diagnosis and anti-viral drugs for influenza and related viruses
  申请人：Swanson Basil I.

  公开号：US20080194801A1

  公开（公告）日：2008-08-14

  Design and synthesis of a novel library of compounds comprising a spacer with an attachment element on one terminus and a recognition element on the other terminus is presented. The library of compounds can be attached to a solid support and used as an integral component of sensors and biosensors or the library of compounds can be used as antiviral drugs or to isolate pathogens from complex mixtures for further analysis.

  提出了一种包含一个具有附件元素的间隔物和另一个端点上的识别元素的新型化合物库的设计和合成。这种化合物库可以连接到固体支持体上，并用作传感器和生物传感器的整体组成部分，或者可以用作抗病毒药物，或者用于从复杂混合物中分离病原体以进行进一步分析。
• Detection of Intact Influenza Viruses using Biotinylated Biantennary <i>S</i>-Sialosides
  作者：Ramesh R. Kale、Harshini Mukundan、Dominique N. Price、J. Foster Harris、Daniel M. Lewallen、Basil I. Swanson、Jurgen G. Schmidt、Suri S. Iyer

  DOI：10.1021/ja800842v

  日期：2008.7.1

  We report the modular synthesis of robust, biotinaylated biatennary sialylglycoconjugates and their ability to differetiate between two type A influenz strains. This is the first demonstration of glycoconjugate-based discriminator capture and electrion of two strians of intact influenza virus, in the presence of the innate enzymatic activity of viral neuaminidases. We also demonstrate a "carbosassy" using glycoconjugates as capture and reporter elements, which therefore, does not require antibodies. The capture of intact influenz viruses is of potential benetit for clinial diagnostics.
• Enzymatic synthesis and properties of uridine-5′-O-(2-thiodiphospho)-N-acetylglucosamine
  作者：Li Cai、Lan Ban、Wanyi Guan、Milan Mrksich、Peng George Wang

  DOI：10.1016/j.carres.2011.05.005

  日期：2011.9

  This paper describes an enzymatic approach to obtain a thio-containing UDP-GlcNAc analog. We use an assay based on capture of the carbohydrate and analysis by mass spectrometry to quantitatively characterize the activity of this unnatural sugar donor in a LgtA-mediated glycosylation reaction. (C) 2011 Elsevier Ltd. All rights reserved.