| 1206208-85-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• CAS: 1206208-85-6
• 化学式: C₃₁H₃₈N₂O₅
• 分子量: 518.653
• InChiKey: FGGAATULJVEAJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.58
• 重原子数：
  38.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  85.89
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  、 在 三氟乙酸 、 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Triple Recognition of B-DNA by a Neomycin−Hoechst 33258−Pyrene Conjugate

  摘要：

  Recent developments have indicated that aminoglycoside binding is not limited to RNA, but to nucleic acids that, like RNA, adopt conformations similar to its A-form. We further sought to expand the utility of aminoglycoside binding to B-DNA structures by conjugating neomycin, an aminoglycoside antibiotic, with the B-DNA minor groove binding ligand Hoechst 33258. Envisioning a dual groove binding mode, we have extended the potential recognition process to include I third, intercalative moiety. Similar conjugates. which vary ill the number of binding moieties but maintain Identical linkages to allow direct comparisons to be made, have also been prepared. We report herein novel neomycin- and Hoechst 33258-based conjugates developed Ill our laboratories for exploring the recognition potential with B-DNA. Spectroscopic studies Such as UV melting, differential scanning calorimetry, isothermal fluorescence titrations, and circular dichroism together illustrate the triple recognition of the novel conjugate containing neomycin, Hoechst 33258, and pyrene. This study represents the first example of DNA molecular recognition capable of minor versus major groove recognition in conjunction with intercalation.

  DOI：

  10.1021/bi9016796
• 作为产物：
  描述：

  1-芘丁酸 、 2-(2-(2-氨基乙氧基)乙氧基)乙基氨基甲酸叔丁酯 在 O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以64%的产率得到
  参考文献：
  名称：

  Triple Recognition of B-DNA by a Neomycin−Hoechst 33258−Pyrene Conjugate

  摘要：

  Recent developments have indicated that aminoglycoside binding is not limited to RNA, but to nucleic acids that, like RNA, adopt conformations similar to its A-form. We further sought to expand the utility of aminoglycoside binding to B-DNA structures by conjugating neomycin, an aminoglycoside antibiotic, with the B-DNA minor groove binding ligand Hoechst 33258. Envisioning a dual groove binding mode, we have extended the potential recognition process to include I third, intercalative moiety. Similar conjugates. which vary ill the number of binding moieties but maintain Identical linkages to allow direct comparisons to be made, have also been prepared. We report herein novel neomycin- and Hoechst 33258-based conjugates developed Ill our laboratories for exploring the recognition potential with B-DNA. Spectroscopic studies Such as UV melting, differential scanning calorimetry, isothermal fluorescence titrations, and circular dichroism together illustrate the triple recognition of the novel conjugate containing neomycin, Hoechst 33258, and pyrene. This study represents the first example of DNA molecular recognition capable of minor versus major groove recognition in conjunction with intercalation.

  DOI：

  10.1021/bi9016796