6-N-(benzothiazoyl-2-yl)deoxyadenosine | 1214748-49-8

• 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: 6-N-(benzothiazoyl-2-yl)deoxyadenosine
• 英文别名: (2R,3S,5R)-5-[6-(1,3-benzothiazol-2-ylamino)purin-9-yl]-2-(hydroxymethyl)oxolan-3-ol
• CAS: 1214748-49-8
• 化学式: C₁₇H₁₆N₆O₃S
• 分子量: 384.418
• InChiKey: YMNQCROBWVQMBX-DMDPSCGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  146
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  6-N-(benzothiazoyl-2-yl)deoxyadenosine 、 4,4'-双甲氧基三苯甲基氯 在 吡啶 作用下， 反应 12.0h， 以89%的产率得到5'-O-(4,4'-dimethoxytrityl)-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：

  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