N²,3',5'-tri-i-butyryl-O⁶-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG | 314752-99-3

• 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: N²,3',5'-tri-i-butyryl-O⁶-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG
• CAS: 314752-99-3
• 化学式: C₃₄H₅₂N₇O₉
• 分子量: 702.828
• InChiKey: MELHTNOKFWWSLW-KXAQAYKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  50
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  177
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  N²,3',5'-tri-i-butyryl-O⁶-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以86%的产率得到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
• 作为产物：
  描述：

  N²,3',5'-triisobutyryl-2'-deoxyguanosine 在 哌啶 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 N²,3',5'-tri-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

文献信息

• Oligonucleotide Labeling: Synthesis of a New Spin-Labeled 2′-Deoxyguanosine Analogue
  作者：Cesare Giordano、Francesco Pedone、Paola Fattibene、Luciano Cellai

  DOI：10.1080/15257770008033053

  日期：2000.8

  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.