9H-fluoren-9-ylmethyl N-[[(2R,3S,5R)-5-(6-benzamidopurin-9-yl)-2-[[[(4-methoxyphenyl)-diphenylmethyl]amino]methyl]oxolan-3-yl]carbamothioyl]carbamate | 357399-11-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 9H-fluoren-9-ylmethyl N-[[(2R,3S,5R)-5-(6-benzamidopurin-9-yl)-2-[[[(4-methoxyphenyl)-diphenylmethyl]amino]methyl]oxolan-3-yl]carbamothioyl]carbamate
• CAS: 357399-11-2
• 化学式: C₅₃H₄₆N₈O₅S
• 分子量: 907.065
• InChiKey: UGLRHWMRSFPTPR-VURFOUDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  67
• 可旋转键数：
  14
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  186
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  9H-fluoren-9-ylmethyl N-[[(2R,3S,5R)-5-(6-benzamidopurin-9-yl)-2-[[[(4-methoxyphenyl)-diphenylmethyl]amino]methyl]oxolan-3-yl]carbamothioyl]carbamate 在 三乙胺 、 mercury dichloride 作用下， 生成
  参考文献：
  名称：

  Development of potential anticancer agents that target the telomere sequence

  摘要：

  The immortality of cancer cells is due to the relatively high concentration of telomerase enzyme that maintains the telomere sequence during cell division. Human telomeric DNA consists of repeats of the sequence d(5'-TTAGGG-3'). Deoxyribonucleic guanidine ( DNG) is a DNA analog in which positively charged guanidine [-NH-C(=NH2+)-NH-] replaces the negatively charged phosphodiester of DNA. The synthesized DNG hexamer AgAgTgCgCpC and dodecamer AgAgTgCgCgCAgAgTgCgCpC are complementary to the non-coding telomere sequence d(5'-TTAGGG-3'). We have found that binding of the complementary DNG hexamer to the telomere is favored over that of DNA telomere by 10(2.5)-fold and binding the dodecamer with 2-mismatched DNA is favored by 10(5)-fold. We have shown that DNG binding to RNA is favored over binding to DNA. A complementary complex of DNG with RNA at the active site of telomerase enzyme would be very stable. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.089
• 作为产物：
  描述：

  5-叠氮基-5-脱氧胸腺嘧啶脱氧核苷 在 palladium on activated charcoal 吡啶 、 4-二甲氨基吡啶 、 叠氮化锂 、 TEA 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 41.0h， 生成 9H-fluoren-9-ylmethyl N-[[(2R,3S,5R)-5-(6-benzamidopurin-9-yl)-2-[[[(4-methoxyphenyl)-diphenylmethyl]amino]methyl]oxolan-3-yl]carbamothioyl]carbamate
  参考文献：
  名称：

  Solid-Phase synthesis of positively charged deoxynucleic guanidine (DNG) oligonucleotide mixed sequences

  摘要：

  Positively charged DNG oligonucleotide mixed sequences containing A/T bases were prepared by solid-phase synthesis. Synthesis proceeds in 3'-->5' direction and involves coupling of 3'-Fmoc protected thiourea in the presence of HgCl2/TEA with the corresponding 5'-amine of the growing oligo chain. DNG binding characteristics with complementary DNA and with itself have been evaluated. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00119-7

文献信息

• Deoxynucleic guanidine
  作者：Hemavathi Challa、Thomas C Bruice

  DOI：10.1016/j.bmc.2003.12.043

  日期：2004.3

  The synthesis of purine nucleosides capable of making the guanidinium linkage is described for the first time starting from the corresponding 2'-deoxynucleosides. The positively charged mixed base DNG oligomer containing guanine was synthesized on solid-phase using CPG as support from 3' to 5' direction using the precursor building block nucleosides. (C) 2004 Elsevier Ltd. All rights reserved.