E-glutaconyl-CoA | 167357-83-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: E-glutaconyl-CoA
• 英文别名: glutaconyl-CoA；(E)-5-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethylsulfanyl]-5-oxopent-3-enoic acid
• CAS: 167357-83-7
• 化学式: C₂₆H₄₀N₇O₁₉P₃S
• 分子量: 879.626
• InChiKey: URTLOTISFJPPOU-DEGQQWIJSA-N

物化性质

• 密度：
  1.87±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -5.7
• 重原子数：
  56
• 可旋转键数：
  23
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  426
• 氢给体数：
  10
• 氢受体数：
  24

反应信息

• 作为反应物：
  描述：

  E-glutaconyl-CoA 在 2-hydroxyglutaryl-CoA dehydratase from Clostridium symbiosum 、 连二亚硫酸盐 、 5’-三磷酸腺苷 、 magnesium chloride 、 Cleland's reagent 作用下， 生成 2-羟基戊二酰-1-辅酶A
  参考文献：
  名称：

  On the thermodynamic equilibrium between (R)-2-hydroxyacyl-CoA and 2-enoyl-CoA

  摘要：

  A combined experimental and computational approach has been applied to investigate the equilibria between several α‐hydroxyacyl‐CoA compounds and their 2‐enoyl‐CoA derivatives. In contrast to those of their β, γ and δ counterparts, the equilibria for the α‐compounds are relatively poorly characterized, but qualitatively they appear to be unusually sensitive to substituents. Using a variety of techniques, we have succeeded in measuring the equilibrium constants for the reactions beginning from 2‐hydroxyglutaryl‐CoA and lactyl‐CoA. A complementary computational evaluation of the equilibrium constants shows quantitative agreement with the measured values. By examining the computational results, we arrive at an explanation of the substituent sensitivity and provide a prediction for the, as yet unmeasured, equilibrium involving 2‐hydroxyisocaproyl‐CoA.

  DOI：

  10.1111/j.1742-4658.2010.07597.x
• 作为产物：
  描述：

  2-羟基戊二酰-1-辅酶A 在 2-hydroxyglutaryl-CoA dehydratase from Clostridium symbiosum 、 连二亚硫酸盐 、 5’-三磷酸腺苷 、 magnesium chloride 、 Cleland's reagent 作用下， 生成 E-glutaconyl-CoA
  参考文献：
  名称：

  On the thermodynamic equilibrium between (R)-2-hydroxyacyl-CoA and 2-enoyl-CoA

  摘要：

  A combined experimental and computational approach has been applied to investigate the equilibria between several α‐hydroxyacyl‐CoA compounds and their 2‐enoyl‐CoA derivatives. In contrast to those of their β, γ and δ counterparts, the equilibria for the α‐compounds are relatively poorly characterized, but qualitatively they appear to be unusually sensitive to substituents. Using a variety of techniques, we have succeeded in measuring the equilibrium constants for the reactions beginning from 2‐hydroxyglutaryl‐CoA and lactyl‐CoA. A complementary computational evaluation of the equilibrium constants shows quantitative agreement with the measured values. By examining the computational results, we arrive at an explanation of the substituent sensitivity and provide a prediction for the, as yet unmeasured, equilibrium involving 2‐hydroxyisocaproyl‐CoA.

  DOI：

  10.1111/j.1742-4658.2010.07597.x

文献信息

• On the thermodynamic equilibrium between (R)-2-hydroxyacyl-CoA and 2-enoyl-CoA
  作者：Anutthaman Parthasarathy、Wolfgang Buckel、David M. Smith

  DOI：10.1111/j.1742-4658.2010.07597.x

  日期：2010.4

  A combined experimental and computational approach has been applied to investigate the equilibria between several α‐hydroxyacyl‐CoA compounds and their 2‐enoyl‐CoA derivatives. In contrast to those of their β, γ and δ counterparts, the equilibria for the α‐compounds are relatively poorly characterized, but qualitatively they appear to be unusually sensitive to substituents. Using a variety of techniques, we have succeeded in measuring the equilibrium constants for the reactions beginning from 2‐hydroxyglutaryl‐CoA and lactyl‐CoA. A complementary computational evaluation of the equilibrium constants shows quantitative agreement with the measured values. By examining the computational results, we arrive at an explanation of the substituent sensitivity and provide a prediction for the, as yet unmeasured, equilibrium involving 2‐hydroxyisocaproyl‐CoA.