1-[2-[N,N-bis-(2-trifluoroacetamidoethyl)amino]ethylamino]-5-(6-aminohexylamino)anthraquinone | 933987-67-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-[2-[N,N-bis-(2-trifluoroacetamidoethyl)amino]ethylamino]-5-(6-aminohexylamino)anthraquinone
• 英文别名: N-[2-[2-[[5-(6-aminohexylamino)-9,10-dioxoanthracen-1-yl]amino]ethyl-[2-[(2,2,2-trifluoroacetyl)amino]ethyl]amino]ethyl]-2,2,2-trifluoroacetamide
• CAS: 933987-67-8
• 化学式: C₃₀H₃₆F₆N₆O₄
• 分子量: 658.644
• InChiKey: JZUKUJYAYQSTFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  46
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  146
• 氢给体数：
  5
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  1-[2-[N,N-bis-(2-trifluoroacetamidoethyl)amino]ethylamino]-5-(6-aminohexylamino)anthraquinone 、 5'-O-(4,4'-dimethoxytrityl)-5-cyanomethoxycarbonylmethyl-2'-deoxyuridine 在 1H-1,2,4-三唑 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 24.0h， 以72%的产率得到
  参考文献：
  名称：

  Synthesis and Duplex-Forming Property of Oligonucleotides Bearing a Novel Polyamine-Modified Intercalator at the Terminal or the Internal Position

  摘要：

  Novel oligonucleotides bearing a polyamine-intercalator conjugate modified at the terminal or the internal position were reported. These modified oligonucleotides showed duplex-stabilization effect, and the thermodynamic analysis and the salt concentration dependency of the duplex stability revealed that the polyamine moiety also acted as the duplex stabilizer by neutralization of the phosphate negative charge.

  DOI：

  10.1080/15257770600685982
• 作为产物：
  描述：

  1,5-二氯蒽醌 在 三乙胺 、 三氯乙酸 作用下， 以 二氯甲烷 、 甲苯 、 xylene 为溶剂， 反应 11.0h， 生成 1-[2-[N,N-bis-(2-trifluoroacetamidoethyl)amino]ethylamino]-5-(6-aminohexylamino)anthraquinone
  参考文献：
  名称：

  Synthesis and Duplex-Forming Property of Oligonucleotides Bearing a Novel Polyamine-Modified Intercalator at the Terminal or the Internal Position

  摘要：

  Novel oligonucleotides bearing a polyamine-intercalator conjugate modified at the terminal or the internal position were reported. These modified oligonucleotides showed duplex-stabilization effect, and the thermodynamic analysis and the salt concentration dependency of the duplex stability revealed that the polyamine moiety also acted as the duplex stabilizer by neutralization of the phosphate negative charge.

  DOI：

  10.1080/15257770600685982

文献信息

• Synthesis of Anthraquinone Oligonucleotides for Triplex Stabilization
  作者：Zhengyun Zhao、Guomei Peng、Jan Michels、Keith R. Fox、Tom Brown

  DOI：10.1080/15257770701506491

  日期：2007.11.26

  The synthesis of two anthraquinone phosphoramidites is described. In both cases the anthraquinone moiety is attached via a linker to the 5-position of a uracil base, allowing incorporation at any thymidine position in an oligonucleotide sequence. Anthraquinone-modified oligonucleotides have potential applications as triplex stabilizers and fluorescence quenchers.
• Synthesis and Duplex-Forming Property of Oligonucleotides Bearing a Novel Polyamine-Modified Intercalator at the Terminal or the Internal Position
  作者：Tomohisa Moriguchi、Hirokazu Sekiguchi、Makoto Tachibana、Kazuo Shinozuka

  DOI：10.1080/15257770600685982

  日期：2006.6

  Novel oligonucleotides bearing a polyamine-intercalator conjugate modified at the terminal or the internal position were reported. These modified oligonucleotides showed duplex-stabilization effect, and the thermodynamic analysis and the salt concentration dependency of the duplex stability revealed that the polyamine moiety also acted as the duplex stabilizer by neutralization of the phosphate negative charge.