N-[9-((2R,3S,4R,5R)-3-Bromo-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-benzamide | 181714-63-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: N-[9-((2R,3S,4R,5R)-3-Bromo-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-benzamide
• CAS: 181714-63-6
• 化学式: C₁₇H₁₆BrN₅O₄
• 分子量: 434.249
• InChiKey: GZTMZCODDATNQC-WYFUGZQLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.09
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  122.39
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  N-[9-((2R,3S,4R,5R)-3-Bromo-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-benzamide 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Nucleosides and Nucleotides. 153. Effects of 2′-α- and 2′-β-Bromo-2′-deoxyadenosine on Oligonucleotide Hybridization and Nuclease Stability

  摘要：

  1-(2-Bromo-2-deoxyy-beta-D-ribofuranosyl) adenine (1) and 1-(2-bromo-2-deoxy-beta-D-arabinofuranosyl)adenine (2) were incorporated into DNA pentadecamers. The oligonucleotides containing 1 destabilized DNA/DNA and DNA/RNA duplex formation. However, the oligonucleotides containing 2 slightly stabilized DNA/DNA duplex formation, although they decreased the stability of DNA/RNA duplexes. Furthermore, the oligonucleotide containing 2 was more resistant to snake venom phosphodiesterase than an unmodified oligonucleotide (dA)(15) and the oligonucleotide containing 1. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00277-6
• 作为产物：
  描述：

  9-((2R,3S,3aR,9aR)-3-Bromo-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-6-ylamine 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 氨 作用下， 以 吡啶 为溶剂， 生成 N-[9-((2R,3S,4R,5R)-3-Bromo-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-benzamide
  参考文献：
  名称：

  Nucleosides and Nucleotides. 153. Effects of 2′-α- and 2′-β-Bromo-2′-deoxyadenosine on Oligonucleotide Hybridization and Nuclease Stability

  摘要：

  1-(2-Bromo-2-deoxyy-beta-D-ribofuranosyl) adenine (1) and 1-(2-bromo-2-deoxy-beta-D-arabinofuranosyl)adenine (2) were incorporated into DNA pentadecamers. The oligonucleotides containing 1 destabilized DNA/DNA and DNA/RNA duplex formation. However, the oligonucleotides containing 2 slightly stabilized DNA/DNA duplex formation, although they decreased the stability of DNA/RNA duplexes. Furthermore, the oligonucleotide containing 2 was more resistant to snake venom phosphodiesterase than an unmodified oligonucleotide (dA)(15) and the oligonucleotide containing 1. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00277-6