1-[2-{2-(2-aminoethoxy)ethoxy}ethyl] β-lactoside | 879004-80-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-{2-(2-aminoethoxy)ethoxy}ethyl] β-lactoside
• 英文别名: (2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-6-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 879004-80-5
• 化学式: C₁₈H₃₅NO₁₃
• 分子量: 473.475
• InChiKey: USRLWAZZXZUSMJ-MUKCROHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.4
• 重原子数：
  32
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  223
• 氢给体数：
  8
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  3,3'-二硫代二丙酸 二(N-羟基丁二酰亚胺酯) 、 1-[2-{2-(2-aminoethoxy)ethoxy}ethyl] β-lactoside 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以800 mg的产率得到
  参考文献：
  名称：

  高度稳定的糖金纳米颗粒的制备和基于糖金纳米颗粒的定向凝集素固定抗体微阵列（GOAL）测定方法的开发

  摘要：

  高亲和力凝集素配体的设计对于增强单体碳水化合物与其结合蛋白固有的弱结合亲和力至关重要。糖金纳米颗粒（glyco-AuNPs）是有前途的多价聚糖展示，可以显着提高糖AuNPs对蛋白质的功能亲和力。在这里，AuNP被几种不同的碳水化合物官能化，以分析凝集素的亲和力。我们证明了用包含聚糖（70 mol％）和两亲性接头（30 mol％）的混合硫醇化配体功能化的AuNPs在含有高浓度盐和蛋白质的溶液中提供了长期稳定性，没有非特异性蛋白质吸附的证据。这些高度稳定的糖基AuNP可检测模型植物凝集素，例如伴刀豆球蛋白A，小麦胚芽凝集素和通过紫外/可见分光光度法和动态光散射分别在亚纳摩尔和低皮摩尔水平下的蓖麻蓖麻凝集素120。此外，我们在定向的固定抗体微阵列上开发了基于原糖基于AuNPs的凝集反应，从而可以用肉眼高度敏感地检测凝集素。另外，该微阵列能够检测在其他环境条件下或在样品混合物中单独存在的凝集素。这

  DOI：

  10.1002/chem.201405747
• 作为产物：
  描述：

  2-(2-(chloroethoxy)ethoxy)ethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 在 sodium azide 、 palladium on activated charcoal 、 氢气 、 sodium methylate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0~80.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 生成 1-[2-{2-(2-aminoethoxy)ethoxy}ethyl] β-lactoside
  参考文献：
  名称：

  Preparation and evaluation of lactose-modified monoliths for the adsorption and decontamination of plant toxins and lectins

  摘要：

  A series of sugar-modified porous silica monoliths with different sugar ligands (beta-lactoside, beta-N-acetyllactosaminide, beta-D-galactoside, beta-D-N-acetylgalactosaminide and beta-D-glucoside) and linkers were prepared and evaluated using plant toxins and lectins including ricin and a Ricinus communis agglutinin (RCA(120)). Among these sugar monoliths, a lactose monolith carrying a triethylene glycol spacer adsorbed ricin and RCA(120) with the highest efficiency. The monolith showed no binding with albumin, globulin, and lectins from Jack beans, Osage orange, Amur maackia and wheat germ. All these data support the utility of the lactose-modified monolith as a tool for adsorption and decontamination of plant toxins. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.06.025

文献信息

• MEDICINAL PREPARATION
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP1787661A1

  公开（公告）日：2007-05-23

  A pharmaceutical preparation has a ligand structure specifically recognizing a target site and an amphiphilic compound having a hydrophobic or amphiphilic group. The pharmaceutical preparation employs an amphiphilic compound of specific structure obtained by introducing a chained hydrophilic group with an appropriate flexibility, and thus becomes a fine particle suited for drug targeting. The pharmaceutical preparation is expected to give a prolonged pharmacological effect. A particulate preparation exhibiting a remarkable site targeting property can be formed. Further, according to the selection of matrix forming material, the drug releasing property can be controlled.

  一种药物制剂具有特异性识别靶位点的配体结构和具有疏水或两性亲和性基团的两性化合物。该药物制剂采用通过引入具有适当柔韧性的链状亲水基团获得的特定结构的两性化合物，因此成为适用于药物靶向的细颗粒。 预计该药物制剂将产生持久的药理效应。可以形成具有显著靶向性能的颗粒制剂。此外，根据基质形成材料的选择，可以控制药物释放性能。
• Bacteria targeted by human natural antibodies using α-gal conjugated receptor-specific glycopolymers
  作者：Jun Li、Sima Zacharek、Xi Chen、Jianqiang Wang、Wei Zhang、Adam Janczuk、Peng George Wang

  DOI：10.1016/s0968-0896(99)00099-1

  日期：1999.8

  Synthesis of polymerizable beta-lactosyl, Gal alpha 1-->3Gal and alpha-mannosyl acrylamide derivatives with either a hydrophobic aromatic spacer or a hydrophilic biocompatible oligoethoxyl spacer was accomplished. Radical terpolymerizations of beta-lactosyl monomer, alpha-mannosyl monomer, and acrylamide were conducted in aqueous media with ammonium persulfate and N,N,N,N'-tetramethylethylenediamine as initiators. The resulting water soluble glycopolymers were further transformed efficiently by a recombinant alpha 1-->3 galactosyltransferase to afford mediators bearing Gal alpha 1-->3Gal termini as xenoactive antigens and alpha-mannosyl termini as specific ligands for bacterial cells. The binding of the resulting multivalent glycopolymer to bacteria was tested by its ability to inhibit agglutination of yeast to E. coli. The binding of human natural anti-Gal antibodies to the alpha-Gal containing glycopolymers and a monovalent alpha-Gal-Man glycoconjugate was demonstrated by an ELISA inhibition assay. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Fabrication of Highly Stable Glyco-Gold Nanoparticles and Development of a Glyco-Gold Nanoparticle-Based Oriented Immobilized Antibody Microarray for Lectin (GOAL) Assay
  作者：Li-De Huang、Avijit K. Adak、Ching-Ching Yu、Wei-Chen Hsiao、Hong-Jyune Lin、Mu-Lin Chen、Chun-Cheng Lin

  DOI：10.1002/chem.201405747

  日期：2015.3.2

  high‐affinity lectin ligands is critical for enhancing the inherently weak binding affinities of monomeric carbohydrates to their binding proteins. Glyco‐gold nanoparticles (glyco‐AuNPs) are promising multivalent glycan displays that can confer significantly improved functional affinity of glyco‐AuNPs to proteins. Here, AuNPs are functionalized with several different carbohydrates to profile lectin affinities

  高亲和力凝集素配体的设计对于增强单体碳水化合物与其结合蛋白固有的弱结合亲和力至关重要。糖金纳米颗粒（glyco-AuNPs）是有前途的多价聚糖展示，可以显着提高糖AuNPs对蛋白质的功能亲和力。在这里，AuNP被几种不同的碳水化合物官能化，以分析凝集素的亲和力。我们证明了用包含聚糖（70 mol％）和两亲性接头（30 mol％）的混合硫醇化配体功能化的AuNPs在含有高浓度盐和蛋白质的溶液中提供了长期稳定性，没有非特异性蛋白质吸附的证据。这些高度稳定的糖基AuNP可检测模型植物凝集素，例如伴刀豆球蛋白A，小麦胚芽凝集素和通过紫外/可见分光光度法和动态光散射分别在亚纳摩尔和低皮摩尔水平下的蓖麻蓖麻凝集素120。此外，我们在定向的固定抗体微阵列上开发了基于原糖基于AuNPs的凝集反应，从而可以用肉眼高度敏感地检测凝集素。另外，该微阵列能够检测在其他环境条件下或在样品混合物中单独存在的凝集素。这
• Preparation and evaluation of lactose-modified monoliths for the adsorption and decontamination of plant toxins and lectins
  作者：Haruhito Kato、Hirotaka Uzawa、Takehiro Nagatsuka、Satoshi Kondo、Keita Sato、Isaac Ohsawa、Mieko Kanamori-Kataoka、Yoshiyuki Takei、Shigenori Ota、Masahiro Furuno、Hirofumi Dohi、Yoshihiro Nishida、Yasuo Seto

  DOI：10.1016/j.carres.2011.06.025

  日期：2011.9

  A series of sugar-modified porous silica monoliths with different sugar ligands (beta-lactoside, beta-N-acetyllactosaminide, beta-D-galactoside, beta-D-N-acetylgalactosaminide and beta-D-glucoside) and linkers were prepared and evaluated using plant toxins and lectins including ricin and a Ricinus communis agglutinin (RCA(120)). Among these sugar monoliths, a lactose monolith carrying a triethylene glycol spacer adsorbed ricin and RCA(120) with the highest efficiency. The monolith showed no binding with albumin, globulin, and lectins from Jack beans, Osage orange, Amur maackia and wheat germ. All these data support the utility of the lactose-modified monolith as a tool for adsorption and decontamination of plant toxins. (C) 2011 Elsevier Ltd. All rights reserved.