Dcpm-Ala-OMe | 1178892-88-0

• 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: Dcpm-Ala-OMe
• 英文别名: methyl (2S)-2-(dicyclopropylmethylamino)propanoate
• CAS: 1178892-88-0
• 化学式: C₁₁H₁₉NO₂
• 分子量: 197.277
• InChiKey: CEIGCYFPHDKARF-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Dcpm-Ala-OMe 在 sodium hydroxide 、 盐酸 作用下， 以 甲醇 为溶剂， 生成 Dcpm-Ala-OH*HCl
  参考文献：
  名称：

  Dicyclopropylmethyl Peptide Backbone Protectant^†

  摘要：

  The N-dicyclopropylmethyl (Dcpm) residue, introduced into amino acids via reaction of dicyclopropylmethanimine hydrochloride with an amino acid ester followed by sodium cyanoborohydride or triacetoxyborohydride reduction, can be used as an amide bond protectant for peptide synthesis. Examples which demonstrate the amelioration of aggregation effects include syntheses of the alanine decapeptide and the prion peptide (106-126). Avoidance of cyclization to the aminosuccinimide followed substitution of Fmoc-(Dcpm)Gly-OH for Fmoc-Gly-OH in the assembly of sequences containing the sensitive Asp-Gly unit.

  DOI：

  10.1021/ol901310q
• 作为产物：
  描述：

  双环丙基酮 在 四氯化钛 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 、 苯 为溶剂， 生成 Dcpm-Ala-OMe
  参考文献：
  名称：

  Dicyclopropylmethyl Peptide Backbone Protectant^†

  摘要：

  The N-dicyclopropylmethyl (Dcpm) residue, introduced into amino acids via reaction of dicyclopropylmethanimine hydrochloride with an amino acid ester followed by sodium cyanoborohydride or triacetoxyborohydride reduction, can be used as an amide bond protectant for peptide synthesis. Examples which demonstrate the amelioration of aggregation effects include syntheses of the alanine decapeptide and the prion peptide (106-126). Avoidance of cyclization to the aminosuccinimide followed substitution of Fmoc-(Dcpm)Gly-OH for Fmoc-Gly-OH in the assembly of sequences containing the sensitive Asp-Gly unit.

  DOI：

  10.1021/ol901310q

文献信息

• Dicyclopropylmethyl Peptide Backbone Protectant^†
  作者：Louis A. Carpino、Khaled Nasr、Adel Ali Abdel-Maksoud、Ayman El-Faham、Dumitru Ionescu、Peter Henklein、Holger Wenschuh、Michael Beyermann、Eberhard Krause、Michael Bienert

  DOI：10.1021/ol901310q

  日期：2009.8.20

  The N-dicyclopropylmethyl (Dcpm) residue, introduced into amino acids via reaction of dicyclopropylmethanimine hydrochloride with an amino acid ester followed by sodium cyanoborohydride or triacetoxyborohydride reduction, can be used as an amide bond protectant for peptide synthesis. Examples which demonstrate the amelioration of aggregation effects include syntheses of the alanine decapeptide and the prion peptide (106-126). Avoidance of cyclization to the aminosuccinimide followed substitution of Fmoc-(Dcpm)Gly-OH for Fmoc-Gly-OH in the assembly of sequences containing the sensitive Asp-Gly unit.