5-methyl-4-N-<4-<ε-(p-bromobenzoylamino)caproylamino>but-1-yl>-2'-O-deoxycytidine | 162049-16-3

• 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: 5-methyl-4-N-<4-<ε-(p-bromobenzoylamino)caproylamino>but-1-yl>-2'-O-deoxycytidine
• 英文别名: 5-methyl-4-N-<4-<ε-(p-bromobenzoylamido)-caproylamido>but-1-yl>-2'-deoxycytidine
• CAS: 162049-16-3
• 化学式: C₂₇H₃₈BrN₅O₆
• 分子量: 608.533
• InChiKey: JADHWNUJAOWTDL-WMTXJRDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.25
• 重原子数：
  39.0
• 可旋转键数：
  15.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  154.81
• 氢给体数：
  5.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  5-methyl-4-N-<4-<ε-(p-bromobenzoylamino)caproylamino>but-1-yl>-2'-O-deoxycytidine 、 alkaline earth salt of/the/ methylsulfuric acid 生成 3',5'-di-O-acetyl 5-methyl-4-N-{2-[ε-(p-bromobenzamido)caproylamino]but-1-yl}-2'-deoxycytidine
  参考文献：
  名称：

  合成新的5-甲基2'-O-脱氧胞苷的5'-O-三磷酸酯类似物。DNA的非放射性检测的初步体外标记。

  摘要：

  我们报告了5-甲基4-N- [6-（对-溴苯甲酰胺基）己-1-基] -2'-O-脱氧胞苷3A的三磷酸酯的合成。我们还分析了5-甲基4-N- [n- [6-（对-溴苯甲酰胺基）己酰基氨基] alk-1-基] -2'-脱氧胞苷化合物的分子内氢键的形成，并通过确定其存在1 H-NMR研究。初步评估了修饰核苷酸在体外的DNA标记。

  DOI：

  10.1081/ncn-100105240
• 作为产物：
  描述：

  3,5-双-O-乙酰胸苷 在 吡啶 、 甲醇 、 氨 、 草酸 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 9.0h， 生成 5-methyl-4-N-<4-<ε-(p-bromobenzoylamino)caproylamino>but-1-yl>-2'-O-deoxycytidine
  参考文献：
  名称：

  Introduction of an Immunochemical Label in a Cytidine Analogue

  摘要：

  A new immunochemical label was synthesized and used as an artificial hapten to obtain a monoclonal antibody that specifically recognizes it. The new cytidine analogues, 5-methyl-4-N-(4-[6-(p-bromobenzoylamido)caproylamido]but-1-yl)-2'-deoxycytidine and 4-N-[epsilon-(p-bromobenzoylamido)caproylamido]cytidine which could be useful for nonradioactive detection of DNA and RNA, were also synthesized.

  DOI：

  10.1080/15257779508014665

文献信息

• Synthesis of 5-Methyl-2′-<i>O</i>-Deoxycytidine Analogs to Determine Monoclonal Antibody Specificity in the Recognition of the 6-(<i>p</i>-Bromobenzoylamino) Caproyl Radical
  作者：Chryslaine Rodriguez-Tanty、David Higginson-Clarke、Milenen Hernández、Rafaela Pérez、Hermán Vélez-Castro、Ana Ma. Riverón、Arturo Macías

  DOI：10.1080/07328319708001362

  日期：1997.4

  Eight new p-bromobenzoyl derivatives of 5-methyl-2'-O-deoxycytidine analogs, substituted at the Lt-position, were synthesized. The best conditions for obtaining 5-methyl-4-N-aminoalkyl-2'-O-deoxycytidine from 3',5'-di-O-acetyl-4-(1,2,4-triazol-1-yl)-2'-O-deoxythymidine were studied. The nucleoside analogs were used to identify the fragment of the 6-(p-bromobenzoylamino)caproyl radical that binds to the monoclonal antibody obtained against it and to define an affinity scale of monoclonal antibody against them.