H-Lys-Lys-[γ-(dimethylsila)Pro]-Tyr-(α-trimethylsilyl)Ala-Leu-OH

• 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: H-Lys-Lys-[γ-(dimethylsila)Pro]-Tyr-(α-trimethylsilyl)Ala-Leu-OH
• 英文别名: [Sip¹⁰,TMSAla¹²]NT(8-13)；[Sip¹⁰,TMSAla¹²]neurotensin(8-13)；(2S)-2-[[(2R)-2-[[(2S)-2-[[(5R)-1-[(2S)-6-amino-2-[[(2S)-2,6-diaminohexanoyl]amino]hexanoyl]-3,3-dimethyl-1,3-azasilolidine-5-carbonyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-2-trimethylsilylpropanoyl]amino]-4-methylpentanoic acid
• 化学式: C₃₉H₇₀N₈O₈Si₂
• 分子量: 835.205
• InChiKey: BMKUCFAAJOEYMH-FBNSAGJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.32
• 重原子数：
  57
• 可旋转键数：
  23
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  272
• 氢给体数：
  9
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  (S)-2,6-二叔丁氧羰基氨基己酸 、 alkaline earth salt of/the/ methylsulfuric acid 生成 H-Lys-Lys-[γ-(dimethylsila)Pro]-Tyr-(α-trimethylsilyl)Ala-Leu-OH
  参考文献：
  名称：

  Influence of Silaproline on Peptide Conformation and Bioactivity

  摘要：

  The analogue gamma-(dimethylsila)-proline, denoted silaproline (Sip), was synthesized in both enantiomerically pure forms by diastereoselective alkylation of a chiral glycine equivalent with use of Scholkopf's bis-lactim ether method. The effect of replacing a proline residue in model peptides by this new proline surrogate has been examined in the crystal state by X-ray diffraction and in solution by IR absorption and NMR techniques. Silaproline and proline-containing sequences exhibit very similar conformational properties. Silaproline was also substituted for proline in a neurotensin (8-13) analogue that retained biological activity and exhibited enhanced resistance to biodegradation.

  DOI：

  10.1021/ja017440q