epi-5-N[(lysinyl)aminoethyl]neamine | 1159108-16-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: epi-5-N[(lysinyl)aminoethyl]neamine
• 英文别名: NEL；Nea-Eda-Lys；(2S)-2,6-diamino-N-[2-[[(1S,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,4R,5S,6R)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy-6-hydroxycyclohexyl]amino]ethyl]hexanamide
• CAS: 1159108-16-3
• 化学式: C₂₀H₄₄N₈O₆
• 分子量: 492.619
• InChiKey: LVLUYRFLYBCQAL-KFKCBLHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.5
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  276
• 氢给体数：
  11
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  epi-5-N[(lysinyl)aminoethyl]neamine 、 三氟乙酸 以 水 为溶剂， 以15 mg的产率得到
  参考文献：
  名称：

  Synthesis and evaluation of novel neamine derivatives effectively targeting to RNA

  摘要：

  Three new derivatives of neamine, 3 (NE), 6 (NEA) and 9 (NEL), were synthesized by connecting arginine or lysine to 5-hydroxyl group of neamine using ethylenediamine as a linker. The binding affinities of these derivatives to A site of 16S RNA and TAR RNA indicate that the modi. cation on 5-hydroxyl of neamine by amino acid can enhance the binding affinity of neamine. Compound 9 (NEL) shows some antibacterial activities. These results demonstrate that modi. cation on 5-hydroxyl group of neamine may provide a promising way for the development of potential candidates effectively targeting to RNAs. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.021
• 作为产物：
  描述：

  在 吡啶 、 硫化氢 、 三乙胺 作用下， 以 水 为溶剂， 反应 1.0h， 生成 epi-5-N[(lysinyl)aminoethyl]neamine
  参考文献：
  名称：

  Synthesis and evaluation of novel neamine derivatives effectively targeting to RNA

  摘要：

  Three new derivatives of neamine, 3 (NE), 6 (NEA) and 9 (NEL), were synthesized by connecting arginine or lysine to 5-hydroxyl group of neamine using ethylenediamine as a linker. The binding affinities of these derivatives to A site of 16S RNA and TAR RNA indicate that the modi. cation on 5-hydroxyl of neamine by amino acid can enhance the binding affinity of neamine. Compound 9 (NEL) shows some antibacterial activities. These results demonstrate that modi. cation on 5-hydroxyl group of neamine may provide a promising way for the development of potential candidates effectively targeting to RNAs. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.021