3-Oxopentanoat | 10235-30-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 3-Oxopentanoat
• 英文别名: 3-Oxopentanoate
• CAS: 10235-30-0
• 化学式: C₅H₇O₃
• 分子量: 115.109
• InChiKey: FHSUFDYFOHSYHI-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  adenosine 5'-triphosphate 、 丁酮 、 水 、 羟基甲酸酯 生成 3-Oxopentanoat 、 adenosine 5'-monophosphate 、 氢(+1)阳离子 、 H3PO4
  参考文献：
  名称：

  黄杆菌菌株 Py2 丙酮羧化酶的纯化和表征。

  摘要：

  需氧细菌 Xanthobacter 菌株 Py2 中的丙酮代谢通过羧化反应进行，形成乙酰乙酸作为第一个可检测产物。在这项研究中，催化该反应的丙酮羧化酶已被纯化至同质性并进行了表征。丙酮羧化酶由三种多肽组成，分子量分别为 85,300、78,300 和 19,600，排列成 alpha2beta2gamma2 四级结构。丙酮的羧化与 ATP 的水解相结合，每形成 1 mol 乙酰乙酸，就会形成 1 mol AMP 和 2 mol 无机磷酸盐。ADP 也在丙酮消耗过程中形成，但相对于乙酰乙酸，仅以低的亚化学计量水平（约 10% 产率）积累。无机焦磷酸盐不能作为丙酮羧化的中间体或产物被检测到。在没有 CO2 的情况下，丙酮羧化酶催化 ATP 的丙酮依赖性水解形成 ADP 和 AMP，在测定过程中 ADP 的积累水平高于 AMP。丙酮羧化酶不具有无机焦磷酸酶活性。丙酮羧化酶表现出在 30 摄氏度和

  DOI：

  10.1073/pnas.94.16.8456

文献信息

• Acetone and Butanone Metabolism of the Denitrifying Bacterium "Aromatoleum aromaticum" Demonstrates Novel Biochemical Properties of an ATP-Dependent Aliphatic Ketone Carboxylase
  作者：K. Schuhle、J. Heider

  DOI：10.1128/jb.05895-11

  日期：2012.1.1

  The anaerobic and aerobic metabolism of acetone and butanone in the betaproteobacterium "Aromatoleum aromaticum" is initiated by their ATP-dependent carboxylation to acetoacetate and 3-oxopentanoic acid, respectively. Both reactions are catalyzed by the same enzyme, acetone carboxylase, which was purified and characterized. Acetone carboxylase is highly induced under growth on acetone or butanone and accounts for at least 5.5% of total cell protein. The enzyme consists of three subunits of 85, 75, and 20 kDa, respectively, in a (alpha beta gamma)(2) composition and contains 1 Zn and 2 Fe per heterohexamer but no organic cofactors. Chromatographic analysis of the ATP hydrolysis products indicated that ATP was exclusively cleaved to AMP and 2 P(i). The stoichiometry was determined to be 2 ATP consumed per acetone carboxylated. Purified acetone carboxylase from A. aromaticum catalyzes the carboxylation of acetone and butanone as the only substrates. However, the enzyme shows induced (uncoupled) ATPase activity with many other substrates that were not carboxylated. Acetone carboxylase is a member of a protein family that also contains acetone carboxylases of various other organisms, acetophenone carboxylase of A. aromaticum, and ATP-dependent hydantoinases/oxoprolinases. While the members of this family share several characteristic features, they differ with respect to the products of ATP hydrolysis, subunit composition, and metal content.