N4-<(9-fluorenylmethyloxy)carbonyl>-5'-O--2'-deoxycytidine | 133852-19-4

• 分子结构分类: 有机化合物
• 英文名称: N4-<(9-fluorenylmethyloxy)carbonyl>-5'-O--2'-deoxycytidine
• 英文别名: N⁴-<(9-fluorenylmethyloxy)carbonyl>-5'-O--2'-deoxycytidine；N⁴-[(9-fluorenylmethyloxy)carbonyl]-5'-O-(bis(2-chlorophenyl)phosphoryl)-2'-deoxycytidine
• CAS: 133852-19-4
• 化学式: C₃₆H₃₀Cl₂N₃O₉P
• 分子量: 750.529
• InChiKey: ILQJVCAPDFEKJZ-ABAVYFCKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.84
• 重原子数：
  51.0
• 可旋转键数：
  11.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  147.44
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  bis(benzotriazol-1-yl)(2-chlorophenyl)phosphate 、 N5-<(9-fluorenylmethyloxy)oxy>-2'-O-(tetrahydropyranyl)adenosine 、 N4-<(9-fluorenylmethyloxy)carbonyl>-5'-O--2'-deoxycytidine 在 N-甲基咪唑 作用下， 生成 2-chlorophenyl N4-<(9-fluorenylmethyloxy)carbonyl>-5'-O--2'-deoxycytidylyl(3'-5')--2'-O-(tetrahydropyranyl)adenosine>
  参考文献：
  名称：

  Preparation of chemically misacylated semisynthetic nonsense suppressor tRNAs employed in biosynthetic incorporation of non-natural residues into proteins

  摘要：

  Both run-off transcription and direct chemical synthesis were employed to prepare semisynthetic, nonhypermodified tRNA(Gly) nonsense suppressors acylated with non-natural residues. L-3-Iodotyrosyl-tRNA(CUA)Gly-dCA (3) was prepared by four separate methods, and each of the resultant suppressors was evaluated for biological activity during in vitro translation of mRNA containing a nonsense suppression site (e.g., a UAG termination codon). Direct comparison of the individual translation experiments clearly demonstrates that all four methods yield acylated tRNA products that are biologically equivalent for the their intended purpose: site-specific incorporation of non-natural residues into proteins.

  DOI：

  10.1021/jo00015a011
• 作为产物：
  描述：

  双(2-氯苯基)磷酰氯 、 N-Fmoc-dC 在 吡啶 作用下， 反应 1.0h， 以55%的产率得到N4-<(9-fluorenylmethyloxy)carbonyl>-5'-O--2'-deoxycytidine
  参考文献：
  名称：

  Preparation of chemically misacylated semisynthetic nonsense suppressor tRNAs employed in biosynthetic incorporation of non-natural residues into proteins

  摘要：

  Both run-off transcription and direct chemical synthesis were employed to prepare semisynthetic, nonhypermodified tRNA(Gly) nonsense suppressors acylated with non-natural residues. L-3-Iodotyrosyl-tRNA(CUA)Gly-dCA (3) was prepared by four separate methods, and each of the resultant suppressors was evaluated for biological activity during in vitro translation of mRNA containing a nonsense suppression site (e.g., a UAG termination codon). Direct comparison of the individual translation experiments clearly demonstrates that all four methods yield acylated tRNA products that are biologically equivalent for the their intended purpose: site-specific incorporation of non-natural residues into proteins.

  DOI：

  10.1021/jo00015a011