N⁸-formyl-4,N⁸-ditosyl-4-azaheptane-1,8-diamine | 124040-16-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N⁸-formyl-4,N⁸-ditosyl-4-azaheptane-1,8-diamine
• 英文别名: N¹,N⁴-di(p-toluenesulfonyl)-N⁸-formyl-1,8-diamino-4-azaoctane；N-[4-[(4-methylphenyl)sulfonyl-[3-[(4-methylphenyl)sulfonylamino]propyl]amino]butyl]formamide
• CAS: 124040-16-0
• 化学式: C₂₂H₃₁N₃O₅S₂
• 分子量: 481.637
• InChiKey: KTIKQWBFASPITF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  32
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  129
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N⁸-formyl-4,N⁸-ditosyl-4-azaheptane-1,8-diamine 在 氢溴酸 、 potassium carbonate 、 苯酚 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 92.0h， 生成 1-ethylamino-8-amino-4-azaoctane HBr salt
  参考文献：
  名称：

  T7 RNA polymerase activation and improvement of the transcriptional sequencing by polyamines

  摘要：

  We examined the possibility to improve the effectiveness of the in vitro transcription system using T7 RNA polymerase by coexistence with organic bases. The effect of the additives was evaluated by measuring the amount of RNA products in comparison with that of the control system (without additive). We found that four commercial bases and a series of ethylated polyamine analogues newly designed were active enhancers in the following activation order, 1,8-bis(ethylamino)octane > 1,8-octanediamine > 1,5-bis(ethylamino)-pentane > cadaverine > 1,8-bis(ethylamino)-5,14-diazaoctadecane > spermidine 1,18-bis(ethylamino)-5,14-diazaoctadecane > agmatine. It was shown that RNA products were corresponding, only in the presence of active enhancers, to the Full length size of the template DNA, and that sequencing signals were enhanced by the presence of active enhancers with high fidelity so that the transcriptional sequencing was further refined to be a highly sensitive sequencing method from a small amount of linear dsDNA, These results suggest that T7 RNA polymerase was activated by the specific binding of the polyamine additive to produce RNA transcripts with fidelity to the template DNA. Therefore, it is expected that the transcriptional sequencing in the presence of active enhancers might be a powerful and sensitive method, in place of the prevalent DNA amplification method, for genomic science projects and clinical and practical gene diagnoses. (C) 2000 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0968-0896(00)00156-5
• 作为产物：
  描述：

  N-(3-bromopropyl)-4-methylbenzenesulfonamide 在 肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 N⁸-formyl-4,N⁸-ditosyl-4-azaheptane-1,8-diamine
  参考文献：
  名称：

  T7 RNA polymerase activation and improvement of the transcriptional sequencing by polyamines

  摘要：

  We examined the possibility to improve the effectiveness of the in vitro transcription system using T7 RNA polymerase by coexistence with organic bases. The effect of the additives was evaluated by measuring the amount of RNA products in comparison with that of the control system (without additive). We found that four commercial bases and a series of ethylated polyamine analogues newly designed were active enhancers in the following activation order, 1,8-bis(ethylamino)octane > 1,8-octanediamine > 1,5-bis(ethylamino)-pentane > cadaverine > 1,8-bis(ethylamino)-5,14-diazaoctadecane > spermidine 1,18-bis(ethylamino)-5,14-diazaoctadecane > agmatine. It was shown that RNA products were corresponding, only in the presence of active enhancers, to the Full length size of the template DNA, and that sequencing signals were enhanced by the presence of active enhancers with high fidelity so that the transcriptional sequencing was further refined to be a highly sensitive sequencing method from a small amount of linear dsDNA, These results suggest that T7 RNA polymerase was activated by the specific binding of the polyamine additive to produce RNA transcripts with fidelity to the template DNA. Therefore, it is expected that the transcriptional sequencing in the presence of active enhancers might be a powerful and sensitive method, in place of the prevalent DNA amplification method, for genomic science projects and clinical and practical gene diagnoses. (C) 2000 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0968-0896(00)00156-5

文献信息

• Efficient Synthetic Method for Differentially Protected Naturally Occurring Acyclic Polyamines
  作者：Masaaki Iwata、Hiroyoshi Kuzuhara

  DOI：10.1246/bcsj.62.1102

  日期：1989.4.15

  A new systematic route to threefold protected natural polyamines, spermidine, spermine, thermine, and thermospermine, was developed through alternate regioselective manipulation on the terminal primary amino groups, starting from N,N-phthaloyl-1,3-propanediamine hydrochloride (3). When 3 was tosylated at the amine terminal and the phthaloyl terminal was subjected to transformation to the formamido

  通过对末端伯氨基的交替区域选择性操作，从 N,N-邻苯二甲酰基-1,3-丙二胺盐酸盐 (3) 开始，开发了一种获得三重保护的天然多胺、亚精胺、精胺、热胺和热精胺的新系统途径。当3在胺末端甲苯磺酰化并且邻苯二甲酰基末端被转化为甲酰氨基，然后在甲苯磺酰基末端被例如N-(4-溴丁基)邻苯二甲酰亚胺取代时，以优异的产率获得了三重保护的亚精胺。甲酰胺基水解成胺盐后，一系列反应得到令人满意的重复，得到各种类型的三重保护的天然四胺。
• IVATA, MASAAKI;KUDZUXARA, XIROMI
  作者：IVATA, MASAAKI、KUDZUXARA, XIROMI

  DOI：——

  日期：——
• US6319956B1
  申请人：——

  公开号：US6319956B1

  公开（公告）日：2001-11-20
• US6605645B2
  申请人：——

  公开号：US6605645B2

  公开（公告）日：2003-08-12