H-Ala-D-Val-Val-D-Val-(Trp-D-Leu)3-Trp-2-(t-butyl-diphenylsilyloxy)-ethylamide | 339542-07-3

• 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-Ala-D-Val-Val-D-Val-(Trp-D-Leu)3-Trp-2-(t-butyl-diphenylsilyloxy)-ethylamide
• CAS: 339542-07-3
• 化学式: C₉₈H₁₃₀N₁₆O₁₂Si
• 分子量: 1752.3
• InChiKey: CNKSALGPULBNIO-YLUWNOCYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.88
• 重原子数：
  127.0
• 可旋转键数：
  44.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  418.51
• 氢给体数：
  16.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  甲酸 、 H-Ala-D-Val-Val-D-Val-(Trp-D-Leu)3-Trp-2-(t-butyl-diphenylsilyloxy)-ethylamide 在 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 氯仿 为溶剂， 以87%的产率得到
  参考文献：
  名称：

  Solution phase synthesis and purification of the minigramicidin ion channels and a succinyl-linked gramicidin

  摘要：

  Peptides with alternating D- and L-configured residues as found in the natural ion channel active peptide gramicidin A (gA) are important building blocks for artificially engineered ion channels. We detail an optimised solution phase synthesis employing a convergent assembly of peptide building blocks, giving access to the minigramicidines and a succinyl linked gA derivative on preparative scale. Moreover, the minigramicidines were investigated for secondary structure formation by CD-spectroscopy. which was discovered to be medium and capping-group dependent. A parallel, left-handed double-beta-helix seems to be generally favoured in organic solvents for the minigramicidines. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00179-5
• 作为产物：
  描述：

  Z-Ala-D-Val-Val-D-Val-(Trp-D-Leu)3-Trp-2-(t-butyl-diphenylsilyloxy)-ethylamide 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 40.0 ℃ 、100.0 kPa 条件下， 反应 4.0h， 以96%的产率得到H-Ala-D-Val-Val-D-Val-(Trp-D-Leu)3-Trp-2-(t-butyl-diphenylsilyloxy)-ethylamide
  参考文献：
  名称：

  Solution phase synthesis and purification of the minigramicidin ion channels and a succinyl-linked gramicidin

  摘要：

  Peptides with alternating D- and L-configured residues as found in the natural ion channel active peptide gramicidin A (gA) are important building blocks for artificially engineered ion channels. We detail an optimised solution phase synthesis employing a convergent assembly of peptide building blocks, giving access to the minigramicidines and a succinyl linked gA derivative on preparative scale. Moreover, the minigramicidines were investigated for secondary structure formation by CD-spectroscopy. which was discovered to be medium and capping-group dependent. A parallel, left-handed double-beta-helix seems to be generally favoured in organic solvents for the minigramicidines. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00179-5