6,6'-di-O-octyl-α-D-trehalose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6,6'-di-O-octyl-α-D-trehalose
• 英文别名: 6,6'-di-O-octyltrehalose；(2R,3S,4S,5R,6R)-2-(octoxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(octoxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol
• 化学式: C₂₈H₅₄O₁₁
• 分子量: 566.73
• InChiKey: WFBJKRJMQXACOG-QACPWNKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  39
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  168
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  [(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-methanol 在 palladium dihydroxide 氢气 、 四丁基碘化铵 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 6,6'-di-O-octyl-α-D-trehalose
  参考文献：
  名称：

  Synthesis of trehalose-based compounds and their inhibitory activities against Mycobacterium smegmatis

  摘要：

  The synthesis of a library of trehalose-based compounds has been accomplished, and their activities against mycobacterium smegmatis have been determined. A preliminary structure-activity relationship (SAR) is reported. Despite not having a potent lead, one of the trehalose derivatives displays strong activity when applied with isoniazid (INH), which is known to have low sterilizing activity. The bacteriocidal nature of our compounds against Mycobacterium may be significant for the development of new therapies against tuberculosis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.09.033

文献信息

• Self-assembling Property of 6,6′-Di-<i>O</i>-octyltrehalose under Aqueous Conditions
  作者：Manami Kanemaru、Kazuya Yamamoto、Jun-ichi Kadokawa

  DOI：10.1246/cl.2012.954

  日期：2012.9.5

  In this study, we synthesized a new trehalose-based amphiphile, 6,6′-di-O-octyltrehalose, from trehalose by five reaction steps. The SEM and TEM images of the sample prepared by drying its aqueous dispersion showed the formation of morphologically controlled hollow rod nanoaggregates.

  在这项研究中，我们通过五个反应步骤，从曲卤糖中合成了一种新的基于曲卤糖的双亲化合物--6,6′-二-O-辛基曲卤糖。干燥水分散液制备的样品的 SEM 和 TEM 图像显示形成了形态可控的空心棒状纳米聚集体。