Boc-Pro-Pro-Pro-OH | 29804-51-1

• 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-Pro-Pro-Pro-OH
• 英文别名: Boc-(L-Pro)3-OH；1-(tert-Butoxycarbonyl)-L-prolyl-L-prolyl-L-proline；(2S)-1-[(2S)-1-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid
• CAS: 29804-51-1
• 化学式: C₂₀H₃₁N₃O₆
• 分子量: 409.483
• InChiKey: XIMIRDCKYSGHMO-KKUMJFAQSA-N

物化性质

• 沸点：
  640.4±55.0 °C(Predicted)
• 密度：
  1.306±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Boc-Pro-Pro-Pro-OH 在 palladium 10% on activated carbon 、 氢气 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 生成
  参考文献：
  名称：

  Factors Affecting the Stabilization of Polyproline II Helices in a Hydrophobic Environment

  摘要：

  Several parameters have a critical importance for the stabilization of either polyproline I (PPI) or polyproline II (PPII) helices in a hydrophobic environment. Among them, it was found out that the concentration is crucial as polyprolines at 3 mM concentration stably fold in PPII helices, that are organized in aggregates stable even after several days and are detectable by dynamic light scattering analysis. In more diluted concentration the same molecules stably fold in PPI helices, and no aggregates are found. In contrast, the introduction of a (4S,5R)-4-carboxy-5-methyloxazolidin-2-one ((L)-Oxd) moiety always inhibits the formation of the PPI helix, regardless of the (L)-Oxd position and the solution concentration.

  DOI：

  10.1021/acs.orglett.6b00532
• 作为产物：
  描述：

  BOC-脯氨酸基-脯氨酸 在 palladium 10% on activated carbon 、 氢气 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 生成 Boc-Pro-Pro-Pro-OH
  参考文献：
  名称：

  Factors Affecting the Stabilization of Polyproline II Helices in a Hydrophobic Environment

  摘要：

  Several parameters have a critical importance for the stabilization of either polyproline I (PPI) or polyproline II (PPII) helices in a hydrophobic environment. Among them, it was found out that the concentration is crucial as polyprolines at 3 mM concentration stably fold in PPII helices, that are organized in aggregates stable even after several days and are detectable by dynamic light scattering analysis. In more diluted concentration the same molecules stably fold in PPI helices, and no aggregates are found. In contrast, the introduction of a (4S,5R)-4-carboxy-5-methyloxazolidin-2-one ((L)-Oxd) moiety always inhibits the formation of the PPI helix, regardless of the (L)-Oxd position and the solution concentration.

  DOI：

  10.1021/acs.orglett.6b00532

文献信息

• Zand L.; Tsai, F.-H.; Overberger, C. G., Bulletin des Societes Chimiques Belges, 1991, vol. 100, # 1, p. 35 - 47
  作者：Zand L.、Tsai, F.-H.、Overberger, C. G.

  DOI：——

  日期：——
• Otagiri, Ken; Nosho, Yasuharu; Shinoda, Ichizo, Agricultural and Biological Chemistry, 1985, vol. 49, # 4, p. 1019 - 1026
  作者：Otagiri, Ken、Nosho, Yasuharu、Shinoda, Ichizo、Fukui, Hiroshi、Okai, Hideo

  DOI：——

  日期：——
• TSAI, F. -H.;OVERBERGER, C. G.;ZAND, R., BIOPOLYMERS, 30,(1990) N1-12, C. 1039-1049
  作者：TSAI, F. -H.、OVERBERGER, C. G.、ZAND, R.

  DOI：——

  日期：——
• Factors Affecting the Stabilization of Polyproline II Helices in a Hydrophobic Environment
  作者：Nicola Zanna、Lorenzo Milli、Benedetta Del Secco、Claudia Tomasini

  DOI：10.1021/acs.orglett.6b00532

  日期：2016.4.1

  Several parameters have a critical importance for the stabilization of either polyproline I (PPI) or polyproline II (PPII) helices in a hydrophobic environment. Among them, it was found out that the concentration is crucial as polyprolines at 3 mM concentration stably fold in PPII helices, that are organized in aggregates stable even after several days and are detectable by dynamic light scattering analysis. In more diluted concentration the same molecules stably fold in PPI helices, and no aggregates are found. In contrast, the introduction of a (4S,5R)-4-carboxy-5-methyloxazolidin-2-one ((L)-Oxd) moiety always inhibits the formation of the PPI helix, regardless of the (L)-Oxd position and the solution concentration.