(3S,4aR)-3,4,4a,5-tetrahydrobenzo[b][1,6]naphthyridine-1,3-dicarboxylic acid | 1283084-33-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (3S,4aR)-3,4,4a,5-tetrahydrobenzo[b][1,6]naphthyridine-1,3-dicarboxylic acid
• CAS: 1283084-33-2
• 化学式: C₁₄H₁₂N₂O₄
• 分子量: 272.26
• InChiKey: WYURNHLWRMAYTP-MNOVXSKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.25
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  98.99
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (4S)-4-hydroxy-2,3,4,5-tetrahydro-(2S)-dipicolinic acid 、 2-氨基苯甲醛 以 水 为溶剂， 反应 1.0h， 生成 (3S,4aR)-3,4,4a,5-tetrahydrobenzo[b][1,6]naphthyridine-1,3-dicarboxylic acid
  参考文献：
  名称：

  LC–MS and NMR characterization of the purple chromophore formed in the o-aminobenzaldehyde assay of dihydrodipicolinate synthase

  摘要：

  The enzyme dihydrodipicolinate synthase (DHDPS) has been widely investigated as a target for new antibiotics. The o-aminobenzaldehyde (o-ABA) assay is routinely used as a highly specific, if qualitative, tool for DHDPS purification, whereby fractions containing active DHDPS appear purple upon addition of o-ABA. The purple adduct absorbs in the visible region (540 nm) but has never been characterized in the 50 years since it was first reported. Structural characterization of this purple compound has been performed by UV spectrophotometry, NMR spectroscopy and tandem mass spectrometry. The extinction coefficient of this chromophore was also determined. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.12.029