tetradecanoyl-D-alanyl-(trans-4-hydroxy)prolyl-leucyl-valyl-glutaminyl-leucine methyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tetradecanoyl-D-alanyl-(trans-4-hydroxy)prolyl-leucyl-valyl-glutaminyl-leucine methyl ester
• 英文别名: myristoyl-D-Ala-(trans-4-hydroxy)Pro-Leu-Val-Gln-Leu-OMe；methyl (2S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S,4S)-4-hydroxy-1-[(2R)-2-(tetradecanoylamino)propanoyl]pyrrolidine-2-carbonyl]amino]-4-methyl-pentanoyl]amino]-3-methyl-butanoyl]amino]-5-oxo-pentanoyl]amino]-4-methyl-pentanoate；methyl (2S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S,4S)-4-hydroxy-1-[(2R)-2-(tetradecanoylamino)propanoyl]pyrrolidine-2-carbonyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]-5-oxopentanoyl]amino]-4-methylpentanoate
• 化学式: C₄₅H₈₁N₇O₁₀
• 分子量: 880.179
• InChiKey: DLBKLLAGDXLIHX-MLMVTELGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  62
• 可旋转键数：
  32
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  255
• 氢给体数：
  7
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  N-Boc-D-Ala-(trans-4-hydroxy)Pro-Leu-Val-Gln-Leu-OMe 、 肉豆蔻酸 在 三氟乙酸 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 生成 tetradecanoyl-D-alanyl-(trans-4-hydroxy)prolyl-leucyl-valyl-glutaminyl-leucine methyl ester
  参考文献：
  名称：

  Synthesis and structure–activity relationships of the halovirs, antiviral natural products from a marine-derived fungus

  摘要：

  The halovirs are linear, lipophilic peptides produced by a marine-derived fungus of the genus Seytalidium. We recently reported that these molecules possess potent in vitro activity against the herpes simplex viruses I and 2. Here we present structure-activity relationships defining key structural elements for optimal viral inhibition. Results demonstrate that an N-alpha-acyl chain of at least 14 carbons and an Aib-Pro dipeptide are critical for maintaining the antiviral activity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.06.044