4-[4-(2-Carboxy-ethyl)-2-hydroxymethyl-1H-pyrrol-3-yl]-butyric acid | 872535-42-7

• 分子结构分类: 有机化合物
• 英文名称: 4-[4-(2-Carboxy-ethyl)-2-hydroxymethyl-1H-pyrrol-3-yl]-butyric acid
• 英文别名: 4-[4-(2-carboxyethyl)-2-(hydroxymethyl)-1H-pyrrol-3-yl]butanoic acid
• CAS: 872535-42-7
• 化学式: C₁₂H₁₇NO₅
• 分子量: 255.271
• InChiKey: YPFLYSZLTYOBHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  111
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[4-(2-Carboxy-ethyl)-2-hydroxymethyl-1H-pyrrol-3-yl]-butyric acid 在 hydroxymethylbilane synthase 、 potassium chloride 、 magnesium chloride 、 氧气 作用下， 以 various solvent(s) 为溶剂， 反应 4.0h， 生成 4-[(1Z,4Z,9Z,15Z)-3,8,13,18-Tetrakis-(2-carboxy-ethyl)-7,12,17-tris-(3-carboxy-propyl)-porphyrin-2-yl]-butyric acid
  参考文献：
  名称：

  Studies on the formation of porphyrinogens from monopyrroles in presence of the enzymes PBG deaminase and/or Uro’gen III synthase

  摘要：

  The substrate-specificities of two enzymes in the biosynthetic pathway to vitamin B-12, PBG deaminase and Uro'gen III synthase, which are involved in the formation of Uro'gen III from the pyrrole PBG, are investigated for the preparation of Uroporphyrin analogs. Both enzymes display strong substrate-specificity. However, tetramerization of pyrroles with carboxylate beta-substituents in mildly basic buffer represents the best and most rapid route to a family of Uro I analogs for enzymatic activity studies. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.10.063
• 作为产物：
  描述：

  4-[2-Formyl-4-(2-methoxycarbonyl-ethyl)-1H-pyrrol-3-yl]-butyric acid methyl ester 在 氢氧化钾 、 sodium tetrahydroborate 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 生成 4-[4-(2-Carboxy-ethyl)-2-hydroxymethyl-1H-pyrrol-3-yl]-butyric acid
  参考文献：
  名称：

  Studies on the formation of porphyrinogens from monopyrroles in presence of the enzymes PBG deaminase and/or Uro’gen III synthase

  摘要：

  The substrate-specificities of two enzymes in the biosynthetic pathway to vitamin B-12, PBG deaminase and Uro'gen III synthase, which are involved in the formation of Uro'gen III from the pyrrole PBG, are investigated for the preparation of Uroporphyrin analogs. Both enzymes display strong substrate-specificity. However, tetramerization of pyrroles with carboxylate beta-substituents in mildly basic buffer represents the best and most rapid route to a family of Uro I analogs for enzymatic activity studies. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.10.063