1,2-Bis((2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl)ethane-1,2-dione | 1606972-87-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,2-Bis((2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl)ethane-1,2-dione
• 英文别名: 1,2-bis[(2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]ethane-1,2-dione
• CAS: 1606972-87-5
• 化学式: C₁₄H₂₄N₂O₁₀
• 分子量: 380.352
• InChiKey: GMYAAAKUGQOXMD-VGEDYCIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.7
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  203
• 氢给体数：
  8
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  1,3-Bis((2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)piperidin-1-yl)propane-1,3-dione 在 10 wt% Pd(OH)2 on carbon 、 氢气 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 120.0h， 生成 1,2-Bis((2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl)ethane-1,2-dione
  参考文献：
  名称：

  N-Bridged 1-deoxynojirimycin dimers as selective insect trehalase inhibitors

  摘要：

  A small set of N-bridged 1-deoxynojirimycin dimers has been synthesized and evaluated as potential inhibitors of insect trehalase from midge larvae of Chironomus riparius, porcine trehalase as the mammalian counterpart and alpha-amylase from human saliva. All the tested compounds (2-4) proved to be active (micromolar range activity) against insect trehalase, showing selectivity toward the insect glycosidase. No activity was observed against alpha-amylase. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.12.025

文献信息

• N-Bridged 1-deoxynojirimycin dimers as selective insect trehalase inhibitors
  作者：Laura Cipolla、Antonella Sgambato、Matilde Forcella、Paola Fusi、Paolo Parenti、Francesca Cardona、Davide Bini

  DOI：10.1016/j.carres.2013.12.025

  日期：2014.5

  A small set of N-bridged 1-deoxynojirimycin dimers has been synthesized and evaluated as potential inhibitors of insect trehalase from midge larvae of Chironomus riparius, porcine trehalase as the mammalian counterpart and alpha-amylase from human saliva. All the tested compounds (2-4) proved to be active (micromolar range activity) against insect trehalase, showing selectivity toward the insect glycosidase. No activity was observed against alpha-amylase. (C) 2014 Elsevier Ltd. All rights reserved.