| 1271434-98-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1271434-98-0
• 化学式: C₅₃H₉₃N₄O₁₈*HO
• 分子量: 1091.34
• InChiKey: XVBJYSYMVZCPJA-ISXNISCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.02
• 重原子数：
  76.0
• 可旋转键数：
  18.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  313.29
• 氢给体数：
  7.0
• 氢受体数：
  21.0

反应信息

• 作为产物：
  描述：

  carnitine hydrazide 、 泰乐菌素 反应 12.0h， 以42%的产率得到
  参考文献：
  名称：

  Interplay between the Ribosomal Tunnel, Nascent Chain, and Macrolides Influences Drug Inhibition

  摘要：

  Accumulating evidence suggests that, during translation, nascent chains can form specific interactions with ribosomal exit tunnel to regulate translation and promote initial folding events. The clinically important macrolide antibiotics bind within the exit tunnel and inhibit translation by preventing progression of the nascent chain and inducing peptidyl-tRNA drop-off. Here, we have synthesized amino acid- and peptide-containing macrolides, which are used to demonstrate that distinct amino acids and peptides can establish interaction with components of the ribosomal tunnel and enhance the ribosome-binding and inhibitory properties of the macrolide drugs, consistent with the concept that the exit tunnel is not simply a Teflon-like channel. Surprisingly, we find that macrolide antibiotics do not inhibit translation of all nascent chains similarly, but rather exhibit polypeptide-specific inhibitory effects, providing a change to our general mechanistic understanding of macrolide inhibition.

  DOI：

  10.1016/j.chembiol.2010.04.008