{(S)-2-[2-((S)-2-Amino-propionylamino)-acetylamino]-propionylamino}-acetic acid

• 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: {(S)-2-[2-((S)-2-Amino-propionylamino)-acetylamino]-propionylamino}-acetic acid
• 英文别名: L-ala-Gly-L-Ala-Gly；2-[[(2S)-2-[[2-[[(2S)-2-azaniumylpropanoyl]amino]acetyl]amino]propanoyl]amino]acetate
• 化学式: C₁₀H₁₈N₄O₅
• 分子量: 274.277
• InChiKey: VWEWCZSUWOEEFM-WDSKDSINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.9
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  155
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Aloc-Aoa-OH 、 {(S)-2-[2-((S)-2-Amino-propionylamino)-acetylamino]-propionylamino}-acetic acid 以60%的产率得到
  参考文献：
  名称：

  Controlling the outcome of overacylation of N-protected aminooxyacetic acid during the synthesis of an aminooxy-peptide for chemical ligation

  摘要：

  An amino oxy-containing peptide, the nucleophile partner for oxime ligations, is usually grafted ona NH2-peptide resin by activating a protected aminooxyacetic acid as an active ester. Here, we have shown that its subsequent coupling to NH2-peptide resin competes with the overacylation of the -NH-O-nitrogen and that the overacylation level increases with the basicity of the reaction mixture. Moreover, we found that overacylation is prevented when the COOH of the Aoa-derivatives is engaged in an amide bond. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.07.092