N2-i-butyryl-O6-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG | 314753-00-9

• 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: N2-i-butyryl-O6-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG
• 英文别名: N²-i-butyryl-O⁶-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG
• CAS: 314753-00-9
• 化学式: C₂₆H₄₀N₇O₇
• 分子量: 562.646
• InChiKey: XGCLSOZPAKPXHD-ASQKFFOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.17
• 重原子数：
  40.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  183.86
• 氢给体数：
  4.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  N2-i-butyryl-O6-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG 在 N,N-二异丙基乙胺 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 3.58h， 生成 N²-i-butyryl-5'-O-DMTr-O⁶-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG-3'-(O-cyanoethyl-N,N-diisopropyl) phosphoramidite
  参考文献：
  名称：

  Oligonucleotide Labeling: Synthesis of a New Spin-Labeled 2′-Deoxyguanosine Analogue

  摘要：

  In order to achieve an EPR sensitive probe for DNA 3-carboxy-Proxyl free radical was linked to O-6 of dG through a five-atoms-tether. The modified base was incorporated into a 30-mer ODN, then annealed to its complementary DNA strand. Hydrodinamic parameters show only a slight destabilzation with respect to the equivalent unlabeled hybrid. EPR could monitor the hybrid formation showing a progressive enlargement of the upfield signal in passing from the labeled ss- to the ds-30-mer.

  DOI：

  10.1080/15257770008033053
• 作为产物：
  描述：

  N²,3',5'-triisobutyryl-2'-deoxyguanosine 在 哌啶 、 ammonium hydroxide 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 N2-i-butyryl-O6-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG
  参考文献：
  名称：

  Oligonucleotide Labeling: Synthesis of a New Spin-Labeled 2′-Deoxyguanosine Analogue

  摘要：

  In order to achieve an EPR sensitive probe for DNA 3-carboxy-Proxyl free radical was linked to O-6 of dG through a five-atoms-tether. The modified base was incorporated into a 30-mer ODN, then annealed to its complementary DNA strand. Hydrodinamic parameters show only a slight destabilzation with respect to the equivalent unlabeled hybrid. EPR could monitor the hybrid formation showing a progressive enlargement of the upfield signal in passing from the labeled ss- to the ds-30-mer.

  DOI：

  10.1080/15257770008033053