ImPyβIm-(R)^α-NH2γ-PyImPyPy-(+)-PEG2-Biotin | 1403227-18-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: ImPyβIm-(R)^α-NH2γ-PyImPyPy-(+)-PEG2-Biotin
• 英文别名: N-[(3R)-4-[[5-[[2-[[5-[[5-[3-[3-[3-[2-[2-[2-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]propanoylamino]propyl-methylamino]propylcarbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylimidazol-4-yl]carbamoyl]-1-methylpyrrol-3-yl]amino]-3-amino-4-oxobutyl]-1-methyl-4-[3-[[1-methyl-4-[(1-methylimidazole-2-carbonyl)amino]pyrrole-2-carbonyl]amino]propanoylamino]imidazole-2-carboxamide
• CAS: 1403227-18-8
• 化学式: C₇₄H₁₀₅N₂₅O₁₆S
• 分子量: 1632.87
• InChiKey: QQXOEGOFAQHPIF-SPOFRJQISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.2
• 重原子数：
  116
• 可旋转键数：
  48
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  526
• 氢给体数：
  14
• 氢受体数：
  22

反应信息

• 作为产物：
  描述：

  在 三乙基硅烷 、 三氟乙酸 作用下， 反应 0.08h， 生成 ImPyβIm-(R)^α-NH2γ-PyImPyPy-(+)-PEG2-Biotin
  参考文献：
  名称：

  Guiding the Design of Synthetic DNA-Binding Molecules with Massively Parallel Sequencing

  摘要：

  Genomic applications of DNA-binding molecules require an unbiased knowledge of their high. affinity sites. We report the high-throughput analysis of pyrrole-imidazole polyamide DNA-binding specificity in a 10(12)-member DNA sequence library using affinity purification coupled with massively parallel sequencing. We find that even within this broad context, the canonical pairing rules are remarkably predictive of polyamide DNA-binding specificity. However, this approach also allows identification of unanticipated high affinity DNA binding sites in the reverse orientation for polyamides containing beta/Im pairs. These insights allow the redesign of hairpin polyamides with different turn units capable of distinguishing S'-WCGCGW-3' from 5 '-WGCGCW-3'. Overall, this study displays the power of high throughput methods to aid the optimal targeting of sequence specific minor groove binding molecules, an essential underpinning for biological and nanotechnological applications.

  DOI：

  10.1021/ja308888c