2',3'-O-(2,4,6-trinitrophenyl)adenosine 5'-triphosphate

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: 2',3'-O-(2,4,6-trinitrophenyl)adenosine 5'-triphosphate
• 英文别名: TNP-ATP；Spiro(2,4,6-trinitrobenzene[1,2A]-2O',3O'-methylene-adenine-triphosphate；(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-N-hydroxy-6-[[hydroxy-[hydroxy(phosphonooxy)phosphoryl]oxyphosphoryl]oxymethyl]-3',5'-dinitrospiro[3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-2,4'-cyclohexa-2,5-diene]-1'-imine oxide
• 化学式: C₁₆H₁₇N₈O₁₉P₃
• 分子量: 718.274
• InChiKey: XFMMHXLUHKBKQE-UHEGPQQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.7
• 重原子数：
  46
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  398
• 氢给体数：
  6
• 氢受体数：
  23

反应信息

• 作为反应物：
  描述：

  5’-三磷酸腺苷 、 2',3'-O-(2,4,6-trinitrophenyl)adenosine 5'-triphosphate 在 pyrophosphatase 、 L-赖氨酸 作用下， 以 alkaline aq. solution 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of novel fluorescent-labelled dinucleoside polyphosphates

  摘要：

  A novel tandem synthetic-biosynthetic procedure is described for the synthesis of four new fluorescent dinucleoside polyphosphates: mant-Ap(4)A mant AppCH(2)ppA, TNP-Ap(4)A and TNP-AppCH(2)ppA. These compounds are expected to supplement the existing etheno (F) and 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) labelled derivatives, being the fluorescent probes of choice to investigate polyphosphate/enzyme binding behaviour. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.060
• 作为产物：
  描述：

  2 4 6-三硝基苯磺酸 、 5’-三磷酸腺苷 在 sodium hydroxide 作用下， 反应 16.0h， 生成 2',3'-O-(2,4,6-trinitrophenyl)adenosine 5'-triphosphate
  参考文献：
  名称：

  Synthesis of novel fluorescent-labelled dinucleoside polyphosphates

  摘要：

  A novel tandem synthetic-biosynthetic procedure is described for the synthesis of four new fluorescent dinucleoside polyphosphates: mant-Ap(4)A mant AppCH(2)ppA, TNP-Ap(4)A and TNP-AppCH(2)ppA. These compounds are expected to supplement the existing etheno (F) and 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) labelled derivatives, being the fluorescent probes of choice to investigate polyphosphate/enzyme binding behaviour. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.060