2-aminoethyl 2-acetamido-3-O-[2-O-(α-L-fucopyranosyl)-β-D-galactopyranosyl]-2-deoxy-β-D-glucopyranoside | 169151-32-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-aminoethyl 2-acetamido-3-O-[2-O-(α-L-fucopyranosyl)-β-D-galactopyranosyl]-2-deoxy-β-D-glucopyranoside
• 英文别名: 2-Aminoethyl O-6-deoxy-I+/--L-galactopyranosyl-(1a2)-O-I(2)-D-galactopyranosyl-(1a3)-2-(acetylamino)-2-deoxy-I(2)-D-glucopyranoside；N-[(2R,3R,4R,5S,6R)-2-(2-aminoethoxy)-4-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• CAS: 169151-32-0
• 化学式: C₂₂H₄₀N₂O₁₅
• 分子量: 572.564
• InChiKey: WKWZXCMXFKKLMH-CPHDTMOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.42
• 重原子数：
  39.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  272.34
• 氢给体数：
  10.0
• 氢受体数：
  16.0

反应信息

• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 、 水 作用下， 以 甲醇 为溶剂， 以86%的产率得到2-aminoethyl 2-acetamido-3-O-[2-O-(α-L-fucopyranosyl)-β-D-galactopyranosyl]-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  使用乙二醇环氧化物有效一锅法合成 H 型 1 和 2 三糖衍生物

  摘要：

  我们描述了一种有效合成 H 1 型和 2 型三糖的方法，包括一锅糖基化，包括环氧化糖苷化。

  DOI：

  10.1246/cl.2005.400

文献信息

• Probing Cell-Surface Carbohydrate Binding Proteins with Dual-Modal Glycan-Conjugated Nanoparticles
  作者：Sungjin Park、Gun-Hee Kim、Seong-Hyun Park、Jaeyoung Pai、Dominea Rathwell、Jin-Yeon Park、Young-Sun Kang、Injae Shin

  DOI：10.1021/jacs.5b00592

  日期：2015.5.13

  Dual-modal fluorescent magnetic glyconanoparticles have been prepared and shown to be powerful in probing lectins displayed on pathogenic and mammalian cell surfaces. Blood group H1- and Le(b)-Conjugated nanoparticles were found to bind to BabA displaying Helicobacter pylori, and Le(a)- and Le(b)-modified nanoparticles are both recognized by and internalized into DC-SIGN and SIGN-R1 expressing mammalian cells via lectin-mediated endocytosis. In addition, glyconanoparticles block adhesion of H. pylori to mammalian Cells, suggesting that they can serve as inhibitors of infection of host cells by this pathogen. It has been also shown that owing to their magnetic properties, glyconanoparticles are useful tools to enrich lectin expressing cells. The combined results indicate that dual-modal glyconanoparticles are biocompatible and that they an be employed in lectin-associated biological studies and biomedical applications.