Boc-(Aib-L-Leu-D-Leu)₄-OMe | 1488385-07-4

• 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: Boc-(Aib-L-Leu-D-Leu)₄-OMe
• 英文别名: Boc-Aib-Leu-D-Leu-Aib-Leu-D-Leu-Aib-Leu-D-Leu-Aib-Leu-D-Leu-OMe；methyl (2R)-4-methyl-2-[[(2S)-4-methyl-2-[[2-methyl-2-[[(2R)-4-methyl-2-[[(2S)-4-methyl-2-[[2-methyl-2-[[(2R)-4-methyl-2-[[(2S)-4-methyl-2-[[2-methyl-2-[[(2R)-4-methyl-2-[[(2S)-4-methyl-2-[[2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]pentanoyl]amino]pentanoyl]amino]propanoyl]amino]pentanoyl]amino]pentanoyl]amino]propanoyl]amino]pentanoyl]amino]pentanoyl]amino]propanoyl]amino]pentanoyl]amino]pentanoate
• CAS: 1488385-07-4
• 化学式: C₇₀H₁₂₈N₁₂O₁₅
• 分子量: 1377.86
• InChiKey: ZPNGTXOQWANHPP-PKUDUUBLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  97
• 可旋转键数：
  43
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  385
• 氢给体数：
  12
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 Boc-(Aib-L-Leu-D-Leu)₄-OMe
  参考文献：
  名称：

  Oligopeptides with Equal Amounts of l- and d-Amino Acids May Prefer a Helix Screw Sense

  摘要：

  We investigated the preferred conformations of two nonapeptides, Boc-(L-Leu-D-Leu-Aib)(3)-OMe (2) and its enantiomer Boc-(D-Leu-L-Leu-Aib)(3)-OMe (ent-2), four dodecapeptides, Boc-(L-Leu-o-Leu-Aib)(4)-OMe (3), Boc-(L-Leu-Aib-D-Leu)(4)-OMe (4), Boc-(Aib-L-Leu-D-Leu)(4)-OMe (5), and Boc-(L-Leu-Aib-o-Leu-Aib)(3)-OMe (6), and a decapeptide, Boc-L-Leu-(D-Leu-L-Leu-Aib)(3)-OMe (7), in solution and in the crystalline state. The nonapeptide 2 formed a right-handed (P) alpha-helix, and its enantiomer ent-2 formed a left-handed (M) alpha-helix. The dodecapeptides 3 and 5 were folded into (P) helices, and 4 formed an (M) helical structure. As for 6, roughly equivalent amounts of (P) and (M) helices were observed in solution, and two (M) alpha-helices were detected in the crystalline state. Furthermore, the decapeptide 7, which possesses four L-Leu residues and three o-Leu residues, was folded into an (M) alpha-helix.

  DOI：

  10.1021/jo402133e