N²-isobutyryl-8N-(4-methoxyphenylamino)-2'-deoxy-guanosine | 919530-67-9

• 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-isobutyryl-8N-(4-methoxyphenylamino)-2'-deoxy-guanosine
• 英文别名: N-[9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-(4-methoxyanilino)-6-oxo-1H-purin-2-yl]-2-methylpropanamide
• CAS: 919530-67-9
• 化学式: C₂₁H₂₆N₆O₆
• 分子量: 458.474
• InChiKey: SJDSQQSMGGGPOO-RRFJBIMHSA-N

物化性质

• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  159
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N²-isobutyryl-8N-(4-methoxyphenylamino)-2'-deoxy-guanosine 以 吡啶 、 二氯甲烷 、 乙腈 为溶剂， 反应 3.0h， 生成 N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-8-(4-methoxyanilino)-6-oxo-1H-purin-2-yl]-2-methylpropanamide
  参考文献：
  名称：

  Synthesis and Properties of Oligonucleotides Containing C8-Deoxyguanosine Arylamine Adducts of Borderline Carcinogens

  摘要：

  C8-Arylamine-dG adducts of borderline carcinogens and the bladder and breast carcinogen 4-amino-biphenyl were prepared using cross-coupling chemistry. These adducts were converted into the corresponding C8-arylamine-5'-O-DMTr-2'-deoxyguanosine phosphoramidites and then used as building blocks for automated synthesis of site-specifically modified oligonucleotides. The oligonucleotides were characterized by UV melting temperature analysis, enzymatic digestion, and circular dichroism.

  DOI：

  10.1021/jo061803t
• 作为产物：
  描述：

  O⁶-benzyl-8-bromo-3',5'-bis(tert-butyldimethylsilyl)-2'-deoxy-guanosine 在 palladium on activated charcoal potassium phosphate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 四丁基氟化铵 、 氢气 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 乙二醇二甲醚 为溶剂， 反应 56.0h， 生成 N²-isobutyryl-8N-(4-methoxyphenylamino)-2'-deoxy-guanosine
  参考文献：
  名称：

  Synthesis and Properties of Oligonucleotides Containing C8-Deoxyguanosine Arylamine Adducts of Borderline Carcinogens

  摘要：

  C8-Arylamine-dG adducts of borderline carcinogens and the bladder and breast carcinogen 4-amino-biphenyl were prepared using cross-coupling chemistry. These adducts were converted into the corresponding C8-arylamine-5'-O-DMTr-2'-deoxyguanosine phosphoramidites and then used as building blocks for automated synthesis of site-specifically modified oligonucleotides. The oligonucleotides were characterized by UV melting temperature analysis, enzymatic digestion, and circular dichroism.

  DOI：

  10.1021/jo061803t

文献信息

• Synthesis and Properties of Oligonucleotides Containing C8-Deoxyguanosine Arylamine Adducts of Borderline Carcinogens
  作者：Nicolas Böge、Sonja Gräsl、Chris Meier

  DOI：10.1021/jo061803t

  日期：2006.12.1

  C8-Arylamine-dG adducts of borderline carcinogens and the bladder and breast carcinogen 4-amino-biphenyl were prepared using cross-coupling chemistry. These adducts were converted into the corresponding C8-arylamine-5'-O-DMTr-2'-deoxyguanosine phosphoramidites and then used as building blocks for automated synthesis of site-specifically modified oligonucleotides. The oligonucleotides were characterized by UV melting temperature analysis, enzymatic digestion, and circular dichroism.