2-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-acetimidic acid methyl ester | 75204-31-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-acetimidic acid methyl ester
• 英文别名: 2-acetamido-1-thio-(S-2-imido-2-methoxyethyl)-2-deoxy-β-D-glucopyranoside
• CAS: 75204-31-8
• 化学式: C₁₁H₂₀N₂O₆S
• 分子量: 308.356
• InChiKey: QKXOAIGWQUWIAJ-QVDPWDGTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.71
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  132.1
• 氢给体数：
  5.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  2-Acetamino-3,4,6-tri-O-acetyl-1,2-bisdesoxy-1-S-isothioureido-β-D-glucopyranose 在 sodium metabisulfite 、 sodium methylate 、 potassium carbonate 作用下， 以 水 、 丙酮 为溶剂， 反应 16.0h， 生成 2-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-acetimidic acid methyl ester
  参考文献：
  名称：

  糖蛋白合成的三重发散剂

  摘要：

  本文描述了通过三种不同策略由同一试剂化学合成糖蛋白的方法。GlcNAc酰化试剂的一步多样化及其在定点和非定点糖蛋白合成中的应用表明了该系统的灵活性，可以比较同一聚糖和蛋白质之间的不同连接基序。从常见的代表性蛋白质支架中产生不同的结合物。

  DOI：

  10.1002/ijch.201400182

文献信息

• In vivo behaviour of glyco-NaI@SWCNT ‘nanobottles’
  作者：Sonia De Munari、Stefania Sandoval、Elzbieta Pach、Belén Ballesteros、Gerard Tobias、Daniel C. Anthony、Benjamin G. Davis

  DOI：10.1016/j.ica.2019.05.032

  日期：2019.9

  Carbon nanotubes are appealing imaging and therapeutic systems. Their structure allows not only a useful display of molecules on their outer surface but at the same time the protection of encapsulated cargoes. Despite the interest they have provoked in the scientific community, their applications have not yet been fully realised due to the limited knowledge we possess concerning their physiological behaviour. Previously, we have shown that the encapsulation of radionuclide in the inner space of glycan-functionalized single-walled carbon nanotubes (glyco-X@SWCNT) redirected in vivo distribution of radioactivity from the thyroid to the lungs. Here we test the roles played by such glycans attached to carbon nanotubes in controlling sites of accumulation using nanotubes carrying both 'cold' and 'hot' salt cargoes decorated with two different mammalian carbohydrates, N-acetyl-D-glucosamine (GlcNAc) or galactose (Gal)-capped disaccharide lactose (Gal-Glc). This distinct variation of the terminal glycan displayed between two types of glycan ligands with very different in vivo receptors, coupled with altered sites of administration, suggest that distribution in mammals is likely controlled by physiological mechanisms that may include accumulation in the first capillary bed they encounter and not by glycan-receptor interaction and that the primary role of glycan is in aiding the dispersibility of the CNTs.