N4,O3',O5'-tris-trimethylsilanyl-2'-deoxy-cytidine | 51432-39-4

• 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: N4,O3',O5'-tris-trimethylsilanyl-2'-deoxy-cytidine
• 英文别名: N⁴,O^3'_,O5'-tris-trimethylsilanyl-2'-deoxy-cytidine
• CAS: 51432-39-4
• 化学式: C₁₈H₃₇N₃O₄Si₃
• 分子量: 443.766
• InChiKey: DLJQXCCOMHEUCM-ZMSDIMECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  74.61
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N4,O3',O5'-tris-trimethylsilanyl-2'-deoxy-cytidine 在 吡啶 、 碳酸氢钠 作用下， 以 水 为溶剂， 反应 24.08h， 生成 N⁴-dimethoxytrityl-2'-deoxycytidine
  参考文献：
  名称：

  Functionalization of solid supports with N-unprotected deoxyribonucleosides

  摘要：

  N-Unprotected deoxyribonucleotides were loaded to solid supports via a succinyl or an oxalyl linker. These solid supports were successfully used for oligonucleotide synthesis by the H-phosphonate method without N-protecting groups. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01129-0
• 作为产物：
  描述：

  三甲基氯硅烷 、 2'-脱氧胞嘧啶核苷 在 吡啶 作用下， 反应 0.5h， 生成 N4,O3',O5'-tris-trimethylsilanyl-2'-deoxy-cytidine
  参考文献：
  名称：

  The Phenylacetyl Group—The First Amino Protecting Group That Can Be Removed Enzymatically from Oligonucleotides in Solution and on a Solid Support

  摘要：

  Penicillin G acylase from E. coli was used to cleave the phenylacetyl group—the first enzyme‐labile protecting group for the amino function of nucleobases. Now protected oligonucleotides can be unmasked both in solution and on solid supports with this versatile enyzme under mild conditions (pH 7, room temperature). These results may lead to the development of new enzymatic reactions in oligonucleotide and solid‐phase chemistry as well as in combinatorial chemistry.

  DOI：

  10.1002/anie.199706471

文献信息

• Phototriggers for Nucleobases with Improved Photochemical Properties
  作者：Toshiaki Furuta、Takayoshi Watanabe、Satoshi Tanabe、Jun Sakyo、Chie Matsuba

  DOI：10.1021/ol702106t

  日期：2007.11.1

  Synthesis and photochemical properties of new photoremovable protecting groups for nucleobases are described. Four caged 2'-deoxycytidines (dCs) were synthesized, and their photochemical properties were measured under simulated physiological conditions. Two new coumarin-caged dCs show better photochemical and photophysical properties than those of the caged dCs having previously reported caging groups.