3',5'-di-tert-butyldimehylsilyl-6-N-(benzothiazoyl-2-yl)-deoxyadenosine | 1214748-48-7

• 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: 3',5'-di-tert-butyldimehylsilyl-6-N-(benzothiazoyl-2-yl)-deoxyadenosine
• CAS: 1214748-48-7
• 化学式: C₂₉H₄₄N₆O₃SSi₂
• 分子量: 612.944
• InChiKey: GYCGTKDFZNGSKZ-QZNHQXDQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.88
• 重原子数：
  41.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  96.21
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  3',5'-di-tert-butyldimehylsilyl-6-N-(benzothiazoyl-2-yl)-deoxyadenosine 在 triethylamine tris(hydrogen fluoride) 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以89%的产率得到6-N-(benzothiazoyl-2-yl)deoxyadenosine
  参考文献：
  名称：

  Synthesis of 6-N-(benzothiazol-2-yl)deoxyadenosine and its exciton-coupled circular dichroism

  摘要：

  6-N-(Benzothiazol-2-yl)deoxyadenosine (ABT) was synthesized and incorporated into DNAs. Although, the multipoint benzothiazole (BT) modification of oligodeoxynucleotides reduced the stability of duplexes with their complementary strands, it induced the strong exciton coupling between BT moieties. The circular dichroism (CD) spectra of this exciton coupling interaction were observed at wavelengths above 300 nm and overlapping with the UV absorption bands of nucleotides could be avoided. The shapes of the CD spectra due to this interaction were strongly influenced by the helicity of two BT groups. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.12.009
• 作为产物：
  描述：

  2-氨基苯并噻唑 、 6-chloro-9-(2-deoxy-3,5-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl)purine 在 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以93%的产率得到3',5'-di-tert-butyldimehylsilyl-6-N-(benzothiazoyl-2-yl)-deoxyadenosine
  参考文献：
  名称：

  Synthesis of 6-N-(benzothiazol-2-yl)deoxyadenosine and its exciton-coupled circular dichroism

  摘要：

  6-N-(Benzothiazol-2-yl)deoxyadenosine (ABT) was synthesized and incorporated into DNAs. Although, the multipoint benzothiazole (BT) modification of oligodeoxynucleotides reduced the stability of duplexes with their complementary strands, it induced the strong exciton coupling between BT moieties. The circular dichroism (CD) spectra of this exciton coupling interaction were observed at wavelengths above 300 nm and overlapping with the UV absorption bands of nucleotides could be avoided. The shapes of the CD spectra due to this interaction were strongly influenced by the helicity of two BT groups. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.12.009