N(4),N(9)-bis(all-trans-retinoyl)-N(1),N(12)-bistrifluoroacetylspermine | 1160953-97-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N(4),N(9)-bis(all-trans-retinoyl)-N(1),N(12)-bistrifluoroacetylspermine
• 英文别名: (2E,4E,6E,8E)-N-[4-[[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoyl]-[3-[(2,2,2-trifluoroacetyl)amino]propyl]amino]butyl]-3,7-dimethyl-N-[3-[(2,2,2-trifluoroacetyl)amino]propyl]-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenamide
• CAS: 1160953-97-8
• 化学式: C₅₄H₇₆F₆N₄O₄
• 分子量: 959.212
• InChiKey: YEXCEOCKMQXPBF-REZHYNFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.8
• 重原子数：
  68
• 可旋转键数：
  23
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  98.8
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N(4),N(9)-bis(all-trans-retinoyl)-N(1),N(12)-bistrifluoroacetylspermine 在 sodium hydroxide 、 水 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以67%的产率得到N(4),N(9)-bis(all-trans-retinoyl)spermine
  参考文献：
  名称：

  Preparation of spermine conjugates with acidic retinoids with potent ribonuclease P inhibitory activity

  摘要：

  Novel mono- and diacylated spermines, readily obtained using isolable succinimidyl active esters of acidic retinoids for the selective acylation of free spermine or in situ activated acidic retinoids for acylating selectively protected spermine followed by deprotection, were shown to inhibit the ribozyme ribonuclease P more strongly than the parent retinoids. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.01.001
• 作为产物：
  描述：

  维A酸 、 N¹,N¹⁴-bis(trifluoroacetyl)spermine ditrifluoroacetate 在 N,N-二异丙基乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 作用下， 以 氯仿 为溶剂， 以70%的产率得到N(4),N(9)-bis(all-trans-retinoyl)-N(1),N(12)-bistrifluoroacetylspermine
  参考文献：
  名称：

  Preparation of spermine conjugates with acidic retinoids with potent ribonuclease P inhibitory activity

  摘要：

  Novel mono- and diacylated spermines, readily obtained using isolable succinimidyl active esters of acidic retinoids for the selective acylation of free spermine or in situ activated acidic retinoids for acylating selectively protected spermine followed by deprotection, were shown to inhibit the ribozyme ribonuclease P more strongly than the parent retinoids. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.01.001

文献信息

• Preparation of spermine conjugates with acidic retinoids with potent ribonuclease P inhibitory activity
  作者：George Magoulas、Dionysios Papaioannou、Evangelia Papadimou、Denis Drainas

  DOI：10.1016/j.ejmech.2009.01.001

  日期：2009.6

  Novel mono- and diacylated spermines, readily obtained using isolable succinimidyl active esters of acidic retinoids for the selective acylation of free spermine or in situ activated acidic retinoids for acylating selectively protected spermine followed by deprotection, were shown to inhibit the ribozyme ribonuclease P more strongly than the parent retinoids. (C) 2009 Elsevier Masson SAS. All rights reserved.