(R)-1-{(2R,5R,2'R,5'R)-5'-[(R)-1-Amino-11-(tetrahydro-pyran-2-yloxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-11-(tetrahydro-pyran-2-yloxy)-undecylamine | 380303-77-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (R)-1-{(2R,5R,2'R,5'R)-5'-[(R)-1-Amino-11-(tetrahydro-pyran-2-yloxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-11-(tetrahydro-pyran-2-yloxy)-undecylamine
• 英文别名: (1R)-1-[(2R,5R)-5-[(2R,5R)-5-[(1R)-1-amino-11-(oxan-2-yloxy)undecyl]oxolan-2-yl]oxolan-2-yl]-11-(oxan-2-yloxy)undecan-1-amine
• CAS: 380303-77-5
• 化学式: C₄₀H₇₆N₂O₆
• 分子量: 681.053
• InChiKey: DLARBWGBKHKUMX-XIRJABQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  48
• 可旋转键数：
  27
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (R)-1-{(2R,5R,2'R,5'R)-5'-[(R)-1-Amino-11-(tetrahydro-pyran-2-yloxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-11-(tetrahydro-pyran-2-yloxy)-undecylamine 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 生成 (R)-11-Amino-11-[(2R,5R,2'R,5'R)-5'-((R)-1-amino-11-hydroxy-undecyl)-octahydro-[2,2']bifuranyl-5-yl]-undecan-1-ol
  参考文献：
  名称：

  NOVEL CLASS OF DNA BINDING MOTIFS BASED ON BISTETRAHYDROFURAN AND BISFURAN SKELETON WITH LONG ALKYL CHAINS

  摘要：

  Small molecules with DNA-binding affinity within the minor groove have become of great interest. In this paper, new DNA binding molecules; diamino-bistetrahydrofuran (bisTHF) and diamino-bisfuran are reported. The bisTHF ligand with RR configuration at the amino groups and C8 alkyl chains (RR8) stabilized GC-rich duplex. In contrast, bisfuran compounds stabilized AT-rich duplex. The binding affinity of RR8 with 12 mer duplex DNA was determined by isothermal titration calorimetry to be 3.3 x 10(8) M-1.

  DOI：

  10.1081/ncn-100002331
• 作为产物：
  描述：

  (-)-(2S,3R,6R,7R,10R,11S)-1,2:3,6:7,10:11,12-tetraepoxydodecane 在 lithium aluminium tetrahydride 、 三(2-氯乙基)胺 、 三苯基膦 、 copper(I) bromide 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 (R)-1-{(2R,5R,2'R,5'R)-5'-[(R)-1-Amino-11-(tetrahydro-pyran-2-yloxy)-undecyl]-octahydro-[2,2']bifuranyl-5-yl}-11-(tetrahydro-pyran-2-yloxy)-undecylamine
  参考文献：
  名称：

  NOVEL CLASS OF DNA BINDING MOTIFS BASED ON BISTETRAHYDROFURAN AND BISFURAN SKELETON WITH LONG ALKYL CHAINS

  摘要：

  Small molecules with DNA-binding affinity within the minor groove have become of great interest. In this paper, new DNA binding molecules; diamino-bistetrahydrofuran (bisTHF) and diamino-bisfuran are reported. The bisTHF ligand with RR configuration at the amino groups and C8 alkyl chains (RR8) stabilized GC-rich duplex. In contrast, bisfuran compounds stabilized AT-rich duplex. The binding affinity of RR8 with 12 mer duplex DNA was determined by isothermal titration calorimetry to be 3.3 x 10(8) M-1.

  DOI：

  10.1081/ncn-100002331