LKLFKKILKVL-PEG-1 | 1375414-07-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: LKLFKKILKVL-PEG-1
• 英文别名: BP33-PEG-1
• CAS: 1375414-07-5
• 化学式: C₁₅₅H₂₅₉N₃₁O₂₆
• 分子量: 2972.95
• InChiKey: CXLSGEHDVKAKKG-LVBLHROUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.96
• 重原子数：
  212.0
• 可旋转键数：
  104.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  800.91
• 氢给体数：
  25.0
• 氢受体数：
  37.0

反应信息

• 作为产物：
  描述：

  Fmoc-L-缬氨酸 、 Fmoc-L-亮氨酸 、 (E)-3-chloro-3-(4-methoxyphenyl)-2-methylprop-2-enenitrile 、 Fmoc-L-苯丙氨酸 、 Fmoc-L-异亮氨酸 、 N-alpha-芴甲氧羰基-N-epsilon-叔丁氧羰基-L-赖氨酸 在 2-肟氰乙酸乙酯 、 N,N'-二异丙基碳二亚胺 、 哌啶 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 3.37h， 以16 mg的产率得到LKLFKKILKVL-PEG-1
  参考文献：
  名称：

  Cell-penetrating γ-peptide/antimicrobial undecapeptide conjugates with anticancer activity

  摘要：

  In this study, we combined a cell-penetrating gamma-peptide, PEG-1, with antimicrobial undecapeptides in order to provide compounds with anticancer properties against MDA-MB-231 human breast cancer cells. We demonstrated that the conjugates were more cytotoxic than Ac-PEG-1 and the parent undecapeptides. We also evaluated the toxicity of the conjugates against non-malignant cells. The peptide conjugate with the best biological profile was BP77-PEG-1, which, at 10 mu M, showed a 71% growth inhibition in MDA-MB-231 cells and only a 17% inhibition in non-malignant cells. Therefore, this study suggests that PEG-1 mediated the undecapeptide delivery into cancer cells and that these conjugates are the proof-of-concept of this strategy to generate improved anticancer drugs based on peptides. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.003