Bz-Trp*(Ger)-NH2 | 1314640-97-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Bz-Trp*(Ger)-NH2
• 英文别名: (2S,3aR,8bR)-3-benzoyl-8b-[(2E)-3,7-dimethylocta-2,6-dienyl]-1,2,3a,4-tetrahydropyrrolo[2,3-b]indole-2-carboxamide
• CAS: 1314640-97-5
• 化学式: C₂₈H₃₃N₃O₂
• 分子量: 443.589
• InChiKey: DHCPWNXQBGRKKD-RCDYTHDVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  75.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  H-Trp*(Ger)-NH2 、 苯甲酸 在 N-羟基-7-氮杂苯并三氮唑 、 O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 Bz-Trp*(Ger)-NH2
  参考文献：
  名称：

  The geranyl-modified tryptophan residue is crucial for ComXRO-E-2 pheromone biological activity

  摘要：

  The ComX pheromone is an isoprenoidal oligopeptide containing a modified tryptophan residue, which stimulates natural genetic competence in gram-positive bacteria, Bacillus. We have reported the structure of the ComX(RO-E-2) pheromone, which is produced by the RO-E-2 strain of Bacillus subtilis. ComX(RO-E-2) analogs with substituted amino acids and isoprenoid modified tryptophan residues (e. g., prenyl, geranyl, and farnesyl), were synthesized and examined for biological activity. These results indicate that PheTrp/(Ger)-NH2 is the minimum pharmacophore of the ComX(RO-E-2) pheromone. Furthermore, the length of the isoprenoid moiety (i.e., modification style), and the presence of double bonds, are crucial for biological activity. The modification style of the ComX pheromone is more important than the peptide sequence with respect to biological activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.123