2-bromo-2'-deoxyinosine 3'-phosphate | 174322-85-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2-bromo-2'-deoxyinosine 3'-phosphate
• CAS: 174322-85-1
• 化学式: C₁₀H₁₂BrN₄O₇P
• 分子量: 411.106
• InChiKey: JEADKDIVSBUKSK-KVQBGUIXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.36
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  159.79
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  对氨基苯酚 、 2-bromo-2'-deoxyinosine 3'-phosphate 以 水 为溶剂， 反应 24.0h， 生成 N²-(4-hydroxyphenyl)-2'-deoxyguanosine 3'-phosphate
  参考文献：
  名称：

  Synthesis of N²-(4-Hydroxyphenyl)-2‘-deoxyguanosine 3‘-Phosphate:  Comparison by ³²P-Postlabeling with the DNA Adduct Formed in HL-60 Cells Treated with Hydroquinone

  摘要：

  A new adduct has been isolated from the reaction of guanosine 3'-phosphate and p-benzoquinone. The structure of this adduct has been determined as N-2-(4-hydroxyphenyl)guanosine 3'-phosphate. P-32-Postlabeling showed that this adduct is similar to the DNA adduct formed in HL-60 cells treated with hydroquinone. For comparison with the corresponding deoxyribonucleotide, a synthetic procedure was developed for the preparation of N-2-substituted derivatives of 2'-deoxyguanosine 3'-phosphate. 2-Bromo-2'-deoxyinosine 3'-phosphate was synthesized with a combination of synthetic and enzymatic methods. Reaction of 2-bromo-2'-deoxyinosine 3'-phosphate with 4-hydroxyaniline gave N-2-(4-hydroxyphenyl)-2'-deoxyguanosine 3'-phosphate. Using P-32-postlabeling, we compared this product with the DNA adduct produced in HL-60 cells treated with hydroquinone. The results of these studies suggest that the DNA adduct formed in HL-60 cells treated with hydroquinone corresponds to M(2)-(4-hydroxyphenyl)2'-deoxyguanosine 3'-phosphate.

  DOI：

  10.1021/tx9500991
• 作为产物：
  描述：

  2-溴次黄嘌呤 在 1H-1,2,3-三氮唑 、 4-二甲氨基吡啶 、 EC 2.4.2.1 、 EC 2.4.2.4 、 三乙胺 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 吡啶 、 phosphate buffer 、 水 为溶剂， 反应 1.58h， 生成 2-bromo-2'-deoxyinosine 3'-phosphate
  参考文献：
  名称：

  Synthesis of N²-(4-Hydroxyphenyl)-2‘-deoxyguanosine 3‘-Phosphate:  Comparison by ³²P-Postlabeling with the DNA Adduct Formed in HL-60 Cells Treated with Hydroquinone

  摘要：

  A new adduct has been isolated from the reaction of guanosine 3'-phosphate and p-benzoquinone. The structure of this adduct has been determined as N-2-(4-hydroxyphenyl)guanosine 3'-phosphate. P-32-Postlabeling showed that this adduct is similar to the DNA adduct formed in HL-60 cells treated with hydroquinone. For comparison with the corresponding deoxyribonucleotide, a synthetic procedure was developed for the preparation of N-2-substituted derivatives of 2'-deoxyguanosine 3'-phosphate. 2-Bromo-2'-deoxyinosine 3'-phosphate was synthesized with a combination of synthetic and enzymatic methods. Reaction of 2-bromo-2'-deoxyinosine 3'-phosphate with 4-hydroxyaniline gave N-2-(4-hydroxyphenyl)-2'-deoxyguanosine 3'-phosphate. Using P-32-postlabeling, we compared this product with the DNA adduct produced in HL-60 cells treated with hydroquinone. The results of these studies suggest that the DNA adduct formed in HL-60 cells treated with hydroquinone corresponds to M(2)-(4-hydroxyphenyl)2'-deoxyguanosine 3'-phosphate.

  DOI：

  10.1021/tx9500991