N⁵-<(9-fluorenylmethyloxy)carbonyl>-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-O-(trimethylsilyl)adenosine | 134485-99-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: N⁵-<(9-fluorenylmethyloxy)carbonyl>-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-O-(trimethylsilyl)adenosine
• CAS: 134485-99-7
• 化学式: C₄₀H₅₇N₅O₇Si₃
• 分子量: 804.178
• InChiKey: RWYVFQVPHKCTAU-ZENBVRMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.26
• 重原子数：
  55.0
• 可旋转键数：
  10.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  128.08
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  3,4-二氢-2H-吡喃 、 N⁵-<(9-fluorenylmethyloxy)carbonyl>-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-O-(trimethylsilyl)adenosine 在 吡啶 、 3 A molecular sieve 、 四丁基氟化铵 、 对甲苯磺酸 作用下， 生成 N5-<(9-fluorenylmethyloxy)oxy>-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：

  三甲基氯硅烷 、 1,3二氯-1,1,3,3-四异丙基二硅氧烷 、 氯甲酸-9-芴基甲酯 、 腺苷 生成 N⁵-<(9-fluorenylmethyloxy)carbonyl>-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-O-(trimethylsilyl)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