N-(9-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-6-((2-((3-methyl-2-oxo-2,10-dihydro-3H-benzo[b]pyrimido[4,5-e][1,4]oxazin-9-yl)oxy)ethyl)amino)-9H-purin-2-yl)-2-phenoxyacetamide | 1609928-34-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-(9-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-6-((2-((3-methyl-2-oxo-2,10-dihydro-3H-benzo[b]pyrimido[4,5-e][1,4]oxazin-9-yl)oxy)ethyl)amino)-9H-purin-2-yl)-2-phenoxyacetamide
• CAS: 1609928-34-8
• 化学式: C₅₂H₄₉N₉O₁₀
• 分子量: 960.015
• InChiKey: HVVNVEVBNCVONQ-GUXHQRAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.95
• 重原子数：
  71.0
• 可旋转键数：
  18.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  216.49
• 氢给体数：
  4.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  N-(9-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-6-((2-((3-methyl-2-oxo-2,10-dihydro-3H-benzo[b]pyrimido[4,5-e][1,4]oxazin-9-yl)oxy)ethyl)amino)-9H-purin-2-yl)-2-phenoxyacetamide 在 吡啶 、 三氯乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 3'-O-acetyl-2'-deoxy-6-N-{2-[(1,3-diaza-3-methyl-2-oxophenoxazine-9-yl)oxy]ethyl}-2-phenoxyacetylaminoadenosine
  参考文献：
  名称：

  2-取代的腺苷-1,3-二氮杂恶嗪5'-三磷酸酯衍生物对DNA聚合酶单核苷酸引物延伸反应的影响

  摘要：

  2-oxo-1,3-diazaphenoxazine（dAdapTP）的三磷酸腺苷衍生物对模板链具有显着的区分能力，包括8-oxo-2'-deoxyguanosine（8-oxodG）和2'-deoxyguanosine（dG）之间的区分能力。通过使用Klenow片段的单核苷酸引物延伸反应。在这项研究中，我们合成了新的dAdapTP衍生物，即2-氨基-dAdapTP，2-氯-dAdapTP和2-碘-dAdapTP，以研究使用多种方法对引物延伸反应掺入的选择性和效率的影响。 DNA聚合酶。与先前测试的dAdapTP相比，使用Klenow片段显着降低了2-halo-dAdapTP掺入的选择性和效率。而且，2-氨基-dAdapTP掺入含T模板的效率与dAdapTP几乎相同。在Bsu DNA聚合酶的情况下，与使用Klenow片段相比，所有dAdapTP衍生物的效率都降低了。但是，对于包括含T模板在

  DOI：

  10.1248/cpb.c19-00453
• 作为产物：
  描述：

  3',5'-bis-O-[(tert-butyl)dimethylsilyl]-2'-deoxy-O⁶-[(2,4,6-triisopropylphenyl)sulfonyl]guanosine 在 吡啶 、 triethylamine tris(hydrogen fluoride) 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 丙醇 为溶剂， 反应 15.0h， 生成 N-(9-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-6-((2-((3-methyl-2-oxo-2,10-dihydro-3H-benzo[b]pyrimido[4,5-e][1,4]oxazin-9-yl)oxy)ethyl)amino)-9H-purin-2-yl)-2-phenoxyacetamide
  参考文献：
  名称：

  2,6-Diaminopurine nucleoside derivative of 9-ethyloxy-2-oxo-1,3-diazaphenoxazine (2-amino-Adap) for recognition of 8-oxo-dG in DNA

  摘要：

  8-Oxo-2'-deoxyguanosine (8-oxo-dG) is a nucleoside resulting from oxidative damage and is known to be mutagenic. 8-Oxo-dG has been related to aging and diseases, including neurological disorders and cancer. Recently, we reported that a fluorescent nucleoside derivative, adenosine-1,3-diazaphenoxazine (Adap), forms a stable base pair with 8-oxo-dG in DNA with accompanying efficient quenching. In this study, a new Adap derivative having an additional 2-amino group on the adenosine moiety (2-amino-Adap) was designed with the anticipation of additional hydrogen bonding with the 8-oxo group of 8-oxo-dG. The properties of the ODN containing 2-amino-Adap were evaluated by measuring thermal stability and fluorescence quenching. In contrast to the previously designed Adap, the base-pairing and fluorescence quenching properties of 2-amino-Adap varied depending on the ODN sequence, and there was no clear indication of an additional hydrogen bond with 8-oxo-dG. Instead, the base pairing of 2-amino-Adap with dG was significantly destabilized compared with that of Adap with dG, resulting in improved selectivity for 8-oxo-dG in the human telomere DNA sequence. Thus, the telomere-targeting ODN probe containing 2-amino-Adap displayed selective, sensitive and quantitative detection of 8-oxo-dG in the human telomere DNA sequence in a light-up detection system using SYBR Green. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2014.01.024