2,5-dioxopentanoic acid | 1926-54-1

• 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: 2,5-dioxopentanoic acid
• CAS: 1926-54-1
• 化学式: C₅H₆O₄
• mdl: MFCD19228751
• 分子量: 130.1
• InChiKey: VHKNBDIQDAXGBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  71.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-dioxopentanoic acid 、 dihydroxyacetone phosphate disodium salt 在 fructose-1,6-bisphosphate aldolase 作用下， 生成
  参考文献：
  名称：

  Enzymatic synthesis of 3-deoxy-D-manno-2-octulosonic acid and analogues: a new approach by a non metabolic pathway

  摘要：

  A new approach to acceed to 4-deoxy-KDO is described. The key step is the formation of the C-5-C-6 bond catalyzed by fructose-1,6-bisphosphate aldolase which controls the stereochemistry of these two centers. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00709-1
• 作为产物：
  描述：

  四氢-2,5-二甲氧基-2-呋喃羧酸甲酯 在 硫酸 作用下， 生成 2,5-dioxopentanoic acid
  参考文献：
  名称：

  Murakami et al., Memoirs of the Institute of Scientific and Industrial Research, Osaka University, 1956, vol. 13, p. 173,176

  摘要：

  DOI：

文献信息

• Structure and Function of a Decarboxylating <i>Agrobacterium tumefaciens</i> Keto-deoxy-<scp>d</scp>-galactarate Dehydratase
  作者：Helena Taberman、Martina Andberg、Tarja Parkkinen、Janne Jänis、Merja Penttilä、Nina Hakulinen、Anu Koivula、Juha Rouvinen

  DOI：10.1021/bi501290k

  日期：2014.12.30

  Agrobacterium tumefaciens (At) strain C58 contains an oxidative enzyme pathway that can function on both d-glucuronic and d-galacturonic acid. The corresponding gene coding for At keto-deoxy-d-galactarate (KDG) dehydratase is located in the same gene cluster as those coding for uronate dehydrogenase (At Udh) and galactarolactone cycloisomerase (At Gci) which we have previously characterized. Here, we present the kinetic characterization and crystal structure of At KDG dehydratase, which catalyzes the next step, the decarboxylating hydrolyase reaction of KDG to produce a-ketoglutaric semialdehyde (alpha-KGSA) and carbon dioxide. The crystal structures of At KDG dehydratase and its complexes with pyruvate and 2-oxoadipic acid, two substrate analogues, were determined to 1.7 angstrom 1.5 angstrom, and 2.1 angstrom resolution, respectively. Furthermore, mass spectrometry was used to confirm reaction end-products. The results lead us to propose a structure-based mechanism for At KDG dehydratase, suggesting that while the enzyme belongs to the Class I aldolase protein family, it does not follow a typical retro-aldol condensation mechanism.
• Murakami et al., Memoirs of the Institute of Scientific and Industrial Research, Osaka University, 1956, vol. 13, p. 173,176
  作者：Murakami et al.

  DOI：——

  日期：——
• Enzymatic synthesis of 3-deoxy-D-manno-2-octulosonic acid and analogues: a new approach by a non metabolic pathway
  作者：Christine Guérard、Colette Demuynck、Jean Bolte

  DOI：10.1016/s0040-4039(99)00709-1

  日期：1999.5

  A new approach to acceed to 4-deoxy-KDO is described. The key step is the formation of the C-5-C-6 bond catalyzed by fructose-1,6-bisphosphate aldolase which controls the stereochemistry of these two centers. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.