ammonia, α-ketobutyrate

• 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: ammonia, α-ketobutyrate
• 英文别名: Ammonium alpha-ketobutyrate；azanium;2-oxobutanoate
• 化学式: C₄H₆O₃*H₃N
• 分子量: 119.12
• InChiKey: QBFKVIRDRRRGJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.91
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  L-蛋氨酸 在 乙二胺四乙酸 、 DL-dithiothreitol 、 磷酸吡哆醛 、 recombinant methionine γ-lyase from Citrobacter freundii 、 3-氟-4-(三氟甲基)苯甲醛 作用下， 以 aq. phosphate buffer 为溶剂， 反应 0.25h， 生成 甲硫醇 、 ammonia, α-ketobutyrate
  参考文献：
  名称：

  Pre-steady-state Kinetic and Structural Analysis of Interaction of Methionine γ-Lyase from Citrobacter freundii with Inhibitors

  摘要：

  Methionine gamma-lyase (MGL) catalyzes the gamma-elimination of l-methionine and its derivatives as well as the beta-elimination of l-cysteine and its analogs. These reactions yield alpha-keto acids and thiols. The mechanism of chemical conversion of amino acids includes numerous reaction intermediates. The detailed analysis of MGL interaction with glycine, l-alanine, l-norvaline, and l-cycloserine was performed by pre-steady-state stopped-flow kinetics. The structure of side chains of the amino acids is important both for their binding with enzyme and for the stability of the external aldimine and ketimine intermediates. X-ray structure of the MGLl-cycloserine complex has been solved at 1.6 angstrom resolution. The structure models the ketimine intermediate of physiological reaction. The results elucidate the mechanisms of the intermediate interconversion at the stages of external aldimine and ketimine formation.

  DOI：

  10.1074/jbc.m114.586511

文献信息

• Pre-steady-state Kinetic and Structural Analysis of Interaction of Methionine γ-Lyase from Citrobacter freundii with Inhibitors
  作者：Nikita A. Kuznetsov、Nicolai G. Faleev、Alexandra A. Kuznetsova、Elena A. Morozova、Svetlana V. Revtovich、Natalya V. Anufrieva、Alexei D. Nikulin、Olga S. Fedorova、Tatyana V. Demidkina

  DOI：10.1074/jbc.m114.586511

  日期：2015.1

  Methionine gamma-lyase (MGL) catalyzes the gamma-elimination of l-methionine and its derivatives as well as the beta-elimination of l-cysteine and its analogs. These reactions yield alpha-keto acids and thiols. The mechanism of chemical conversion of amino acids includes numerous reaction intermediates. The detailed analysis of MGL interaction with glycine, l-alanine, l-norvaline, and l-cycloserine was performed by pre-steady-state stopped-flow kinetics. The structure of side chains of the amino acids is important both for their binding with enzyme and for the stability of the external aldimine and ketimine intermediates. X-ray structure of the MGLl-cycloserine complex has been solved at 1.6 angstrom resolution. The structure models the ketimine intermediate of physiological reaction. The results elucidate the mechanisms of the intermediate interconversion at the stages of external aldimine and ketimine formation.