4-(2,4-Dihydroxy-benzoyl)-buttersaeure | 4642-43-7

• 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-benzoyl)-buttersaeure
• 英文别名: 4-<2,4-Dihydroxy-benzoyl>-buttersaeure；5-(2,4-dihydroxy-phenyl)-5-oxo-valeric acid；5-(2,4-Dihydroxy-phenyl)-5-oxo-valeriansaeure；gamma-(2,4-Dihydroxybenzoyl)butyric acid；5-(2,4-dihydroxyphenyl)-5-oxopentanoic acid
• CAS: 4642-43-7
• 化学式: C₁₁H₁₂O₅
• 分子量: 224.213
• InChiKey: SSDQMLUSPUHGKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 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-benzoyl)-buttersaeure 在 盐酸 、 amalgamated zinc 作用下， 生成 5-(2,4-dihydroxy-phenyl)-valeric acid methyl ester
  参考文献：
  名称：

  v. Braun; Anton; Meyer, Chemische Berichte, 1941, vol. 74, p. 1772,1781

  摘要：

  DOI：
• 作为产物：
  描述：

  5-(2,4-dihydroxy-phenyl)-5-oxo-valeric acid methyl ester 生成 4-(2,4-Dihydroxy-benzoyl)-buttersaeure
  参考文献：
  名称：

  v. Braun; Anton; Meyer, Chemische Berichte, 1941, vol. 74, p. 1772,1781

  摘要：

  DOI：

文献信息

• Methods and compositions for protein labeling using lipoic acid ligases
  申请人：Ting Alice Y.

  公开号：US09284541B2

  公开（公告）日：2016-03-15

  The present disclosure provides compositions and methods of use thereof for labeling peptide and proteins in vitro or in vivo. The methods described herein employ lipoic acid ligase or mutants thereof, and lipoic acid analogs (e.g., lipoic acid analogs comprising a resorufin moiety) recognized by lipoic acid ligase and lipoic acid ligase mutants. Also provided herein is a method of imaging protein-protein interaction via a reaction mediated by lipoic acid ligase.

  本公开提供了用于在体外或体内标记肽和蛋白质的组成物及其使用方法。所述方法采用丙酸酸化酶或其突变体，以及丙酸酸化酶和丙酸酸化酶突变体所识别的丙酸类似物（例如，包含resorufin部分的丙酸类似物）。此外，还提供了一种通过丙酸酸化酶介导的反应来成像蛋白质-蛋白质相互作用的方法。
• 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。
• Synthesis and evaluation of aromatic methoxime derivatives against five postharvest phytopathogenic fungi of fruits. Main structure–activity relationships
  作者：Iván Cortés、Melina G. di Liberto、Teodoro S. Kaufman、Marcos G. Derita、Andrea B.J. Bracca

  DOI：10.1016/j.foodchem.2020.126701

  日期：2020.8

  concentrations and minimum fungicidal concentrations of each compound were defined and the main structure-activity relationships were determined. Although other congeners were more potent, drug likeliness considerations pointed to the methoxime derived from 2,4-dihydroxypropiophenone as the compound with the most suitable profile. The morphology of the colonies of the fungal strains treated with the methoxime

  检查了二十四个芳香族甲肟库对五种代表性的收获后植物病原真菌的抗真菌活性。小组成员包括数位青霉，意大利青霉，根霉，灰葡萄孢和莫尼利尼亚毛果，这些都因影响收获的水果而在世界范围内造成相关的经济损失。确定了每种化合物的最小抑菌浓度和最小杀真菌浓度，并确定了主要的构效关系。尽管其他同类药物更有效，但从药物相似性的角度出发，认为衍生自2,4-二羟基苯乙酮的甲氧肟是最合适的化合物。
• 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。
• Synthesis of heterocyclic steroids—IV
  作者：G.V. Bhide、N.L. Tikotkar、B.D. Tilak

  DOI：10.1016/s0040-4020(01)97810-x

  日期：——

  The synthesis of dl-B-nor-6-oxaequilenin starting from 7-methoxy-4-oxo-1,2,3,4-tetrahydrobinzofuran is described. The latter compound was prepared from the known γ-(2,4-diydroxybenzoyl)-butyric acid.

  描述了从7-甲氧基-4-氧代-1,2,3,4-四氢联苯并呋喃开始的dl-B-nor-6-氧杂喹啉的合成。后一种化合物由已知的γ-（2,4-二乙氧基苯甲酰基）-丁酸制备。