2'-Deoxy-5-{4-[3-(trifluoromethyl)-3H-diaziren-3-yl]phenyl}uridine | 210107-39-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 2'-Deoxy-5-{4-[3-(trifluoromethyl)-3H-diaziren-3-yl]phenyl}uridine
• 英文别名: 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-[4-[3-(trifluoromethyl)diazirin-3-yl]phenyl]pyrimidine-2,4-dione
• CAS: 210107-39-4
• 化学式: C₁₇H₁₅F₃N₄O₅
• 分子量: 412.325
• InChiKey: GTCQKELZFZJEFP-YNEHKIRRSA-N

物化性质

• 密度：
  1.77±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  124
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  4,4'-双甲氧基三苯甲基氯 、 2'-Deoxy-5-{4-[3-(trifluoromethyl)-3H-diaziren-3-yl]phenyl}uridine 在 吡啶 作用下， 反应 4.0h， 以93%的产率得到1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-[4-(3-trifluoromethyl-3H-diazirin-3-yl)-phenyl]-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of a new Photo-Cross-Linking Nucleoside Analogue Containing an Aryl(Trifluoromethyl)Diazirine Group: Application forEcoRII andMvaI Restriction-Modification Enzymes

  摘要：

  A new photo-cross-linking dU analog, 5-[4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl]-2'-deoxyuridine, was synthesized and incorporated into the recognition site of EcoRII and MvaI restriction-modification enzymes. The resulting base-modified 14-mer substrate was tested for cross-linking to these enzymes. Cross-linking is effected by irradiation of the enzyme-substrate complexes at 366 nm.

  DOI：

  10.1080/07328319808004229
• 作为产物：
  描述：

  2,2,2-三氟-1-(4-碘苯基)-乙酮 在 吡啶 、 lithium tetrachloropalladate 、 盐酸羟胺 、 mercury(II) diacetate 、 氨 、 sodium chloride 、 silver(l) oxide 作用下， 以 吡啶 、 乙醚 、 乙醇 为溶剂， 反应 18.33h， 生成 2'-Deoxy-5-{4-[3-(trifluoromethyl)-3H-diaziren-3-yl]phenyl}uridine
  参考文献：
  名称：

  Synthesis of a new Photo-Cross-Linking Nucleoside Analogue Containing an Aryl(Trifluoromethyl)Diazirine Group: Application forEcoRII andMvaI Restriction-Modification Enzymes

  摘要：

  A new photo-cross-linking dU analog, 5-[4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl]-2'-deoxyuridine, was synthesized and incorporated into the recognition site of EcoRII and MvaI restriction-modification enzymes. The resulting base-modified 14-mer substrate was tested for cross-linking to these enzymes. Cross-linking is effected by irradiation of the enzyme-substrate complexes at 366 nm.

  DOI：

  10.1080/07328319808004229

文献信息

• Synthesis of a new Photo-Cross-Linking Nucleoside Analogue Containing an Aryl(Trifluoromethyl)Diazirine Group: Application for<i>Eco</i>RII and<i>Mva</i>I Restriction-Modification Enzymes
  作者：Andrey N. Topin、Oxana M. Gritsenko、Maxim G. Brevnov、Elisaveta S. Gromova、Galina A. Korshunova

  DOI：10.1080/07328319808004229

  日期：1998.7

  A new photo-cross-linking dU analog, 5-[4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl]-2'-deoxyuridine, was synthesized and incorporated into the recognition site of EcoRII and MvaI restriction-modification enzymes. The resulting base-modified 14-mer substrate was tested for cross-linking to these enzymes. Cross-linking is effected by irradiation of the enzyme-substrate complexes at 366 nm.