| 214492-94-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• CAS: 214492-94-1
• 化学式: C₄₇H₅₁N₄O₈P
• 分子量: 830.918
• InChiKey: QIEHRZJVSFUUCZ-SSOUGYATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.82
• 重原子数：
  60.0
• 可旋转键数：
  17.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  137.27
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  1H-1,2,4-三唑 、 在 三乙胺 、 三氯氧磷 作用下， 以 乙腈 、 四氢呋喃 为溶剂， 反应 17.0h， 生成 1-(2'-deoxy-3'-O-(2''-cyanoethoxy(diisopropylamino)phosphino)-5'-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)-4-(1,2,4-triazol-1-yl)benzo[g]quinazolin-2-one
  参考文献：
  名称：

  A Novel DNA Hairpin Substrate for Bleomycin

  摘要：

  A 16-nucleotide DNA hairpin containing 4-aminobenzo[g]quinazoline-2-one 2'-deoxyribose at position 15 has been prepared and found to lack significant fluorescence, When treated with Fe(II).BLM, the hairpin was found to undergo oxidative transformation selectively at position 15. The predominant fluorescent product was characterized and quantified. The pro-fluorescent DNA hairpin was used as a substrate for 15 bleomycin congeners, and the results were compared with those obtained following cleavage of a radiolabeled DNA duplex and PAGE analysis.

  DOI：

  10.1021/ol800445x
• 作为产物：
  描述：

  、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以41%的产率得到
  参考文献：
  名称：

  The i-Motif in the bcl-2 P1 Promoter Forms an Unexpectedly Stable Structure with a Unique 8:5:7 Loop Folding Pattern

  摘要：

  Transcriptional regulation of the bcl-2 proto-oncogene is highly complex, with the majority of transcription driven by the P1 promoter site and the interaction of multiple regulatory proteins. A guanine- and cytosine-rich (GC-rich) region directly upstream of the P1 site has been shown to be integral to bcl-2 promoter activity, as deletion or mutation of this region significantly increases transcription. This GC-rich element consists of six contiguous runs of guanines and cytosines that have the potential to adopt DNA secondary structures, the G-quadruplex and i-motif, respectively. Our laboratory has previously demonstrated that the polypurine-rich strand of the bcl-2 promoter can form a mixture of three different G-quadruplex structures. In this current study, we demonstrate that the complementary polypyrimidine-rich strand is capable of forming one major intramolecular i-motif DNA secondary structure with a transition pH of 6.6. Characterization of the i-motif folding pattern using mutational studies coupled with circular dichroic spectra and thermal stability analyses revealed an 8:57 loop conformation as the predominant structure at pH 6.1. The folding pattern was further supported by chemical footprinting with bromine. In addition, a novel assay involving the sequential incorporation of a fluorescent thymine analog at each thymine position provided evidence of a capping structure within the top loop region of the i-motif. The potential of the GC-rich element within the bcl-2 promoter region to form DNA secondary structures suggests that the transition from the B-DNA to non-B-DNA conformation may play an important role in bcl-2 transcriptional regulation. Furthermore, the two adjacent large lateral loops in the i-motif structure provide an unexpected opportunity for protein and small molecule recognition.

  DOI：

  10.1021/ja9076292