N-[9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-(2-cyano-ethylsulfanyl)-9H-purin-2-yl]-2-phenoxy-acetamide | 138406-87-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-[9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-(2-cyano-ethylsulfanyl)-9H-purin-2-yl]-2-phenoxy-acetamide
• CAS: 138406-87-8
• 化学式: C₄₂H₄₀N₆O₇S
• 分子量: 772.882
• InChiKey: AOMGCBHKYOWLKQ-UQDPWRLZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.52
• 重原子数：
  56.0
• 可旋转键数：
  16.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  162.87
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  N-[9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-(2-cyano-ethylsulfanyl)-9H-purin-2-yl]-2-phenoxy-acetamide 、 双(二异丙基氨基)(2-氰基乙氧基)膦 在 四氮唑 、 二异丙胺 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以91%的产率得到
  参考文献：
  名称：

  Remarkable stabilization of antiparallel DNA triplexes by strong stacking effects of consecutively modified nucleobases containing thiocarbonyl groups

  摘要：

  The consecutive arrangement of 2'-deoxy-6-thioguanosines (s(6)Gs) and 4-thiothymidines (s(4)Ts) in antiparallel triplex-forming oligonucleotides (TFOs) considerably stabilized the resulting antiparallel triplexes with high base recognition ability by the strong stacking effects of thiocarbonyl groups. This result was remarkable because chemical modifications of the sugar moieties and nucleobases of antiparallel TFOs generally destabilize triplex structures. Moreover, in comparison with unmodified TFOs, it was found that TFOs containing s(6)Gs and s(4)Ts could selectively bind to the complementary DNA duplex but not to mismatched DNA duplexes or single-stranded RNA. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.079
• 作为产物：
  描述：

  9-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-2-(2-phenoxyacetamido)-9H-purin-6-yl 2,4,6-triisopropylbenzenesulfonate 在 1-甲基吡咯烷 、 吡啶 、 triethylamine tris(hydrogen fluoride) 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 20.5h， 生成 N-[9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-(2-cyano-ethylsulfanyl)-9H-purin-2-yl]-2-phenoxy-acetamide
  参考文献：
  名称：

  Remarkable stabilization of antiparallel DNA triplexes by strong stacking effects of consecutively modified nucleobases containing thiocarbonyl groups

  摘要：

  The consecutive arrangement of 2'-deoxy-6-thioguanosines (s(6)Gs) and 4-thiothymidines (s(4)Ts) in antiparallel triplex-forming oligonucleotides (TFOs) considerably stabilized the resulting antiparallel triplexes with high base recognition ability by the strong stacking effects of thiocarbonyl groups. This result was remarkable because chemical modifications of the sugar moieties and nucleobases of antiparallel TFOs generally destabilize triplex structures. Moreover, in comparison with unmodified TFOs, it was found that TFOs containing s(6)Gs and s(4)Ts could selectively bind to the complementary DNA duplex but not to mismatched DNA duplexes or single-stranded RNA. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.079

文献信息

• DESIGN OF HIGHLY EFFICIENT AND SELECTIVE TRANSFER REACTION OF NITROSYL GROUP TO dC AND d^MC RESULTING IN SPECIFIC DEAMINATION
  作者：Md. Monsur Ali、Fumi Nagatsugi、Shizuka Nakayama、Md. Rowshon Alam、Takeshi Kawasaki、Shigeki Sasaki

  DOI：10.1081/ncn-200060312

  日期：2005.4.1

  Nitric oxide (NO) is an important endogenous regulatory molecule, and S-nitrosothiols are believed to play a significant role in NO storage, transport, and delivery. Based on the ability to generate NO in vivo, S-nitrosothiols can be used as therapeutic drugs. In this study, we have developed an innovative method for sequence- and base-specific delivery of NO to a specific site of DNA followed by specific deamination.