1-((2R,3R,3aS,9aR)-3-Hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one | 302918-80-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-((2R,3R,3aS,9aR)-3-Hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one
• CAS: 302918-80-5
• 化学式: C₂₁H₃₈N₂O₆SSi₂
• 分子量: 502.78
• InChiKey: LSTIKTWQOKENHC-VBSBHUPXSA-N

物化性质

• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  94.94
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-((2R,3R,3aS,9aR)-3-Hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 在 吡啶 、 四氮唑 、 叔丁基过氧化氢 、 四丁基氟化铵 、 四丁基溴化铵 、 氨 、 sodium hydride 、 sodium carbonate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and properties of 2′-O-Methyl-2-thiouridine and oligoribonucleotides containing 2′-O-Methyl-2-thiouridine

  摘要：

  A new method for the synthesis of 2'-O-methyl-2-thiouridine (s(2)Um) found in thermophilic bacterial tRNA was developed. Structural properties of s(2)Um and s(2)Um(p)U were studied by using H-1 NMR spectroscopy. A modified nonaribonucleotide (RNA*: 5'-CGUUs(2)UmUUGC-3') was synthesized to study the base-recognition ability of s(2)Um in formation of RNA-RNA and RNA-DNA duplexes. The UV melting experiments revealed that RNA*-RNA and RNA*-DNA duplexes having an s(2)U-A base pair are more stable than those having a U-A base pair. On the contrary, the thermal stability of RNA*-RNA and RNA*-DNA duplexes having an s(2)U-G wobble base pair was much lower than that of the unmodified duplexes having a natural U-G base pair. It is concluded that s(2)Um has higher selectivity toward A over G than unmodified U. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00342-5
• 作为产物：
  描述：

  1,3二氯-1,1,3,3-四异丙基二硅氧烷 、 2-硫代尿苷 在 吡啶 作用下， 以99%的产率得到1-((2R,3R,3aS,9aR)-3-Hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one
  参考文献：
  名称：

  Synthesis and properties of 2′-O-Methyl-2-thiouridine and oligoribonucleotides containing 2′-O-Methyl-2-thiouridine

  摘要：

  A new method for the synthesis of 2'-O-methyl-2-thiouridine (s(2)Um) found in thermophilic bacterial tRNA was developed. Structural properties of s(2)Um and s(2)Um(p)U were studied by using H-1 NMR spectroscopy. A modified nonaribonucleotide (RNA*: 5'-CGUUs(2)UmUUGC-3') was synthesized to study the base-recognition ability of s(2)Um in formation of RNA-RNA and RNA-DNA duplexes. The UV melting experiments revealed that RNA*-RNA and RNA*-DNA duplexes having an s(2)U-A base pair are more stable than those having a U-A base pair. On the contrary, the thermal stability of RNA*-RNA and RNA*-DNA duplexes having an s(2)U-G wobble base pair was much lower than that of the unmodified duplexes having a natural U-G base pair. It is concluded that s(2)Um has higher selectivity toward A over G than unmodified U. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00342-5