8-methyl-N²-isobutyryl-5'-O-(4,4'-dimethoxytrityl)guanosine | 634612-46-7

• 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: 8-methyl-N²-isobutyryl-5'-O-(4,4'-dimethoxytrityl)guanosine
• CAS: 634612-46-7
• 化学式: C₃₆H₃₉N₅O₈
• 分子量: 669.734
• InChiKey: TUSLFGFTRMSHRB-WIFIACMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.67
• 重原子数：
  49.0
• 可旋转键数：
  11.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  170.05
• 氢给体数：
  4.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  8-methyl-N²-isobutyryl-5'-O-(4,4'-dimethoxytrityl)guanosine 在 咪唑 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 40.0h， 生成 N-[9-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-[tert-butyl(dimethyl)silyl]oxy-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-8-methyl-6-oxo-1H-purin-2-yl]-2-methylpropanamide
  参考文献：
  名称：

  8-Methylguanosine:  A Powerful Z-DNA Stabilizer

  摘要：

  Various modified guanine derivatives were synthesized and introduced into G(4) Of d(CGCGCG)(2) to evaluate their capacity to stabilize Z-form DNA. It was found that the incorporation of 8-methylguanosine (m(8)rG) in oligonucleotides stabilizes the Z form more dramatically than does the incorporation of 8-methyl-2'-deoxyguanosine (m(8)G). This enhancement is ascribed to a reduction in the entropic penalty, which arises from the introduction of hydrophilic groups in solvent-exposed regions. they incorporation of m(8)rG into DNA sequences markedly stabilizes the Z form even in the absence of NaCl. The Z-DNA stabilizer allows oligonucleotides with a wide range of sequences to be converted to the Z form. It could be a powerful tool for examining the molecular basis of many types of Z-form-specific reactions at the molecular level under physiological salt conditions.

  DOI：

  10.1021/ja036233i
• 作为产物：
  描述：

  4,4'-双甲氧基三苯甲基氯 、 8-methyl-N²-isobutyrylguanosine 在 4-二甲氨基吡啶 三乙胺 作用下， 以 吡啶 为溶剂， 以60%的产率得到8-methyl-N²-isobutyryl-5'-O-(4,4'-dimethoxytrityl)guanosine
  参考文献：
  名称：

  EP1604995

  摘要：

  公开号：