5-acetylamino-2-(2-carboxy-ethyl)-benzoic acid | 224181-98-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-acetylamino-2-(2-carboxy-ethyl)-benzoic acid
• 英文别名: 5-acetamido-2-(2-carboxyethyl)benzoic acid
• CAS: 224181-98-0
• 化学式: C₁₂H₁₃NO₅
• 分子量: 251.239
• InChiKey: SWOFDPQHZLPOAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-acetylamino-2-(2-carboxy-ethyl)-benzoic acid 在 N-乙基吗啉 、 盐酸 、 tetrafluoroboric acid 、 三氯化铝 、 sodium azide 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 sodium chloride 、 sodium nitrite 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 2-<(6-azido-1-oxo-indan-4-carbonyl)amino>-3-methyl-pentanoic acid methyl ester
  参考文献：
  名称：

  Synthesis of 6-azido-1-oxo-indan-4-oyl isoleucine; a photoaffinity approach to plant signaling

  摘要：

  The synthesis of the photoreactive 6-azido-1-oxo-indanoyl isoleucine (3), as a molecular probe for the identification of putative receptors and binding proteins involved in stress signaling of plants, is described. The biological activity of the photolabile azide 3 comes close to that of the bacterial phytotoxin coronatine (1). Photodecomposition of 3 in the presence of myoglobin is assumed to proceed via an didehydroazepine intermediate and results in significant binding of the probe to the model protein. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00097-6
• 作为产物：
  描述：

  5-nitro-2-(2-carboxy-ethyl)-benzoic acid 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 19.5h， 生成 5-acetylamino-2-(2-carboxy-ethyl)-benzoic acid
  参考文献：
  名称：

  Synthesis of 6-azido-1-oxo-indan-4-oyl isoleucine; a photoaffinity approach to plant signaling

  摘要：

  The synthesis of the photoreactive 6-azido-1-oxo-indanoyl isoleucine (3), as a molecular probe for the identification of putative receptors and binding proteins involved in stress signaling of plants, is described. The biological activity of the photolabile azide 3 comes close to that of the bacterial phytotoxin coronatine (1). Photodecomposition of 3 in the presence of myoglobin is assumed to proceed via an didehydroazepine intermediate and results in significant binding of the probe to the model protein. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00097-6

文献信息

• Synthesis of 6-azido-1-oxo-indan-4-oyl isoleucine; a photoaffinity approach to plant signaling
  作者：Göde Schüler、Claus Wasternack、Wilhelm Boland

  DOI：10.1016/s0040-4020(99)00097-6

  日期：1999.3

  The synthesis of the photoreactive 6-azido-1-oxo-indanoyl isoleucine (3), as a molecular probe for the identification of putative receptors and binding proteins involved in stress signaling of plants, is described. The biological activity of the photolabile azide 3 comes close to that of the bacterial phytotoxin coronatine (1). Photodecomposition of 3 in the presence of myoglobin is assumed to proceed via an didehydroazepine intermediate and results in significant binding of the probe to the model protein. (C) 1999 Elsevier Science Ltd. All rights reserved.

表征谱图