α-D-galactopyranosyl-(1->1)-6-O-(6-acrylamidohexyl)-α-D-glucopyranoside | 400614-21-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-D-galactopyranosyl-(1->1)-6-O-(6-acrylamidohexyl)-α-D-glucopyranoside
• 英文别名: 6-O-[6-(acrylamido)hexyl]-α-D-glucopyranosyl α-D-galactopyranoside；N-[6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]hexyl]prop-2-enamide
• CAS: 400614-21-3
• 化学式: C₂₁H₃₇NO₁₂
• 分子量: 495.524
• InChiKey: QAIKZJWGEPGBTJ-OZJINVLDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  208
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  1-叠氮基-6-溴己烷 在 palladium hydroxide - carbon 氢气 、 四丁基碘化铵 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.5h， 生成 α-D-galactopyranosyl-(1->1)-6-O-(6-acrylamidohexyl)-α-D-glucopyranoside
  参考文献：
  名称：

  Molecular Design and Biological Potential of Galacto-Type Trehalose as a Nonnatural Ligand of Shiga Toxins

  摘要：

  [GRAPHICS]alacto-type trehalose, a "C-4 epimer of trehalose", possesses a stereochemical structure around the alpha(1-1)-linkage analogous to that of the globoblosyl alpha(1-4)-linkage in Gb(2) and Gb(3) ceramides, which are known as the ligands of Shiga toxins produced by pathogenic E. coli. This paper presents evidence supporting the new idea of using a trehalosyl alpha(1-1)-linkage as a substitute for the galactobiosyl alpha(1-4)-linkage.

  DOI：

  10.1021/ol017135+

文献信息

• Molecular Design and Biological Potential of Galacto-Type Trehalose as a Nonnatural Ligand of Shiga Toxins
  作者：Hirofumi Dohi、Yoshihiro Nishida、Yuki Furuta、Hirotaka Uzawa、Shin-ichiro Yokoyama、Saori Ito、Hiroshi Mori、Kazukiyo Kobayashi

  DOI：10.1021/ol017135+

  日期：2002.2.1

  [GRAPHICS]alacto-type trehalose, a "C-4 epimer of trehalose", possesses a stereochemical structure around the alpha(1-1)-linkage analogous to that of the globoblosyl alpha(1-4)-linkage in Gb(2) and Gb(3) ceramides, which are known as the ligands of Shiga toxins produced by pathogenic E. coli. This paper presents evidence supporting the new idea of using a trehalosyl alpha(1-1)-linkage as a substitute for the galactobiosyl alpha(1-4)-linkage.