4-(2,4-dihydroxy-phenyl)-4-oxo-butyric acid | 13335-54-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(2,4-dihydroxy-phenyl)-4-oxo-butyric acid
• 英文别名: 4-(2,4-Dihydroxy-phenyl)-4-oxo-buttersaeure；γ-Oxo-γ-(2.4-dioxy-phenyl)-buttersaeure；β-(2.4-Dioxy-benzoyl)-propionsaeure；4-(2,4-Dihydroxyphenyl)-4-oxobutanoic acid
• CAS: 13335-54-1
• 化学式: C₁₀H₁₀O₅
• 分子量: 210.186
• InChiKey: RPKSGQQLEFBTBB-UHFFFAOYSA-N

物化性质

• 熔点：
  205 °C
• 沸点：
  493.7±24.0 °C(Predicted)
• 密度：
  1.444±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(2,4-dihydroxy-phenyl)-4-oxo-butyric acid 生成 4-(2,4-dihydroxy-phenyl)-4-oxo-butyric acid methyl ester
  参考文献：
  名称：

  Dalal; Nargund, Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1938, vol. 7/3, p. 189

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(2,4-dihydroxy-phenyl)-3-dimethylamino-propan-1-one; hydrochloride 在 盐酸 作用下， 以 水 为溶剂， 生成 4-(2,4-dihydroxy-phenyl)-4-oxo-butyric acid
  参考文献：
  名称：

  从间苯二酚系列中还原 β-苯甲酰基丙酸

  摘要：

  与其两种半醚和许多其他琥珀酰苯酚相比，2,4-二羟基-苯甲酰丙酸（琥珀酰间苯二酚）不能通过催化或用 NaBH4 还原到羟基酸的水平。原因进行了讨论。铅阴极上琥珀酰苯酚的电解还原不仅产生 γ-芳基-γ-羟基丁酸，而且产生它们的频哪醇样二聚体，它们通过质子催化内酯化。4-甲氧基苯基丁内酯可以用 BBr3 去甲基化。该反应不适用于 4-甲氧基-2-羟基苯基-丁内酯。

  DOI：

  10.1002/ardp.19662990614

文献信息

• BORON-CONTAINING SMALL MOLECULES
  申请人：Xia Yi

  公开号：US20100256092A1

  公开（公告）日：2010-10-07

  This invention relates to, among other items, 6-substituted benzoxaborole compounds and their use for treating bacterial infections.

  这项发明涉及6-取代苯硼酯化合物等物品，以及它们用于治疗细菌感染的用途。
• Computational design of a red fluorophore ligase for site-specific protein labeling in living cells
  作者：Daniel S. Liu、Lucas G. Nivón、Florian Richter、Peter J. Goldman、Thomas J. Deerinck、Jennifer Z. Yao、Douglas Richardson、William S. Phipps、Anne Z. Ye、Mark H. Ellisman、Catherine L. Drennan、David Baker、Alice Y. Ting

  DOI：10.1073/pnas.1404736111

  日期：2014.10.28

  This work establishes a fluorescence labeling method that can be used in living cells to derivatize specific proteins of interest with a small red fluorophore, resorufin. The method has extremely high sequence specificity and is based on a computationally designed fluorophore ligase, derived from Escherichia coli lipoic acid ligase. These results demonstrate the power of computational design to majorly reengineer enzyme specificity. Extensive screening of rationally designed enzyme mutants failed to achieve the same result.

  这项工作建立了一种荧光标记方法，可在活细胞中使用，用小红色荧光素resorufin对感兴趣的特定蛋白进行衍生化。该方法具有极高的序列特异性，基于计算设计的荧光素连接酶，源自大肠杆菌硫辛酸连接酶。这些结果展示了计算设计在重塑酶特异性方面的强大能力。对经过合理设计的酶突变体进行广泛筛选未能达到相同结果。
• Acetaldehyde stimulation of the growth of Saccharomyces cerevisiae in the presence of inhibitors found inlignocellulose-to-ethanol fermentations
  作者：A R Barber、H Hansson、N B Pamment

  DOI：10.1038/sj.jim.7000031

  日期：2000.8.1

  The addition of small quantities of acetaldehyde to fermentations containing inhibitory concentrations of furfural, acetate and other compounds typically present in lignocellulosic hydrolyzates significantly reduced the lag phase of yeast growth and stimulated ethanol production. Similar effects were observed when acetaldehyde (0.06 g l−1) was added to fermentations of a birch wood hydrolyzate produced by steam/acid pretreatment. Acetaldehyde addition appears to have potential as a low-cost alternative (or adjunct) to current procedures for medium detoxification in lignocellulose-to-ethanol fermentations, particularly those in which high inhibitor concentrations are generated through recycling of the culture broth. Journal of Industrial Microbiology & Biotechnology (2000) 25, 104–108.

  在含有抑制浓度的糠醛、乙酸盐和木质纤维素水解物中通常存在的其他化合物的发酵中加入少量乙醛，可显著减少酵母生长的滞后期，并促进乙醇的产生。在通过蒸汽/酸预处理生产的桦木水解物的发酵过程中加入乙醛（0.06 克/升），也能观察到类似的效果。在木质纤维素制乙醇发酵过程中，特别是在通过循环培养液产生高浓度抑制剂的发酵过程中，添加乙醛似乎有可能成为当前培养基解毒程序的低成本替代品（或辅助品）。工业微生物学与生物技术杂志》（2000 年）25 期，104-108 页。
• Scytalone (3,6,8-Trihydroxytetralone), a Metabolite from a <i>Scytalidium</i> Species
  作者：J. A. Findlay、D. Kwan

  DOI：10.1139/v73-242

  日期：1973.5.15

  A metabolite from culture filtrates of a Scytalidium strain is shown by spectroscopic and chemical means to have structure 1a. The oxygenation pattern is as anticipated from a polyketide precursor.

  一种来自Scytalidium菌株培养滤液的代谢产物通过光谱和化学手段被证明具有1a结构。氧化模式符合多酮前体的预期。
• Some fatty acids having an<i>O</i>-heterocycle in their terminal positions.<b>I</b>. ω-(3-Chromonyl)alkanoic acids
  作者：Seiji Yamaguchi、Masao Mutoh、Masaaki Shimakura、Kunihiro Tsuzuki、Yoshiyuki Kawase

  DOI：10.1002/jhet.5570280121

  日期：1991.1

  Some ω-(3-chromonyl)alkanoic acid derivatives, 1a and 2a, n = 4, 5; 3a, 4a and 5a, n = 2-6, were synthesized by cyclization of corresponding methyl ω-(2-hydroxybenzoyl)alkanoates 7b or ethyl ω-(2,4-dihydroxybenzoyl)alkanoates 8b with N,N-dimethylformamide-dimethyl acetal or acetic anhydride-DBU followed by hydrolysis.

  一些ω-（3-苯甲酰基）链烷酸衍生物，1a和2a，n = 4、5; 通过将相应的ω-（2-羟基苯甲酰基）链烷酸甲酯7b或ω-（2,4-二羟基苯甲酰基）链烷酸乙酯8b与N，N-二甲基甲酰胺-二甲基乙缩醛环化合成3a，4a和5a，n = 2-6或乙酸酐-DBU，然后水解。