3-O'-trithiophosphorothymidine | 1011725-28-2

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物
• 英文名称: 3-O'-trithiophosphorothymidine
• CAS: 1011725-28-2
• 化学式: C₁₀H₁₅N₂O₅PS₃
• 分子量: 370.411
• InChiKey: WVOXDICIGMUTJH-XLPZGREQSA-N

反应信息

• 作为产物：
  描述：

  C₁₅H₂₀N₃O₆PS₃ 在 ammonium hydroxide 、 1,4-二巯基-2,3-丁二醇 作用下， 反应 3.0h， 生成 3-O'-trithiophosphorothymidine
  参考文献：
  名称：

  New, stronger nucleophiles for nucleic acid-templated chemistry: Synthesis and application in fluorescence detection of cellular RNA

  摘要：

  Nucleic acid-templated chemistry is a promising strategy for imaging genetic sequences in living cells. Here we describe the synthesis of two new nucleophiles for use in templated nucleophilic displacements with DNA probes. The nucleophilic groups are phosphorodithioate and phosphorotrithioate; we report on synthetic methods for introducing these groups at the 3'-terminus of oligonucleotides. Both new nucleophiles are found to be more highly reactive than earlier phosphoromonothioates. This increased nucleophilicity is shown to result in more rapid templated reactions with electrophilic DNA probes. The new probes were demonstrated in detection of specific genetic sequences in solution, with clear signal over background being generated in as little as 20 min. The probes were also tested for imaging ribosomal RNA sequences in live Escherichia coli; useful signal was generated in 20 min to I h, approximately one quarter to one-half the time of earlier monothioate probes, and the signal-to-noise ratio was increased as well. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.04.051