citroylformic acid | 39118-31-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: citroylformic acid
• 英文别名: CHA；Citroylameisensaeure；2-hydroxy-4-oxobutane-1,2,4-tricarboxylic acid
• CAS: 39118-31-5
• 化学式: C₇H₈O₈
• 分子量: 220.136
• InChiKey: RQMCNDRMPZBEOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  149
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  citroylformic acid 在 1,4-dihydronicotinamide adenine dinucleotide 、 pUKE_2.3-derived 4-hydroxy-4-methyl-2-oxoglutarate aldolase 、 magnesium chloride 作用下， 以 various solvents 、 水 为溶剂， 生成 草酰乙酸 、 丙酮酸
  参考文献：
  名称：

  假单胞菌NGJ1的4-羟基-4-甲基-2-氧代戊二酸醛缩酶编码基因的克隆，测序和表达。

  摘要：

  从菜假单胞菌NGJ1的染色体DNA中克隆出带有编码4-羟基-4-甲基-2-氧代戊二酸醛缩酶的基因（proA）的DNA片段，并根据N末端将核苷酸的编码区域指定从生物体中纯化的酶的氨基酸序列。proA基因长684 bp，对应于227个氨基酸残基的蛋白质，计算分子量为24,067 Da。编码推定的转运蛋白和4-草酸酯的水合酶的基因位于上游，而编码2-吡喃酮-4,6-二羧酸内酯酶的3'截短的基因位于DNA片段上相同方向的proA基因的下游。proA基因产物在大肠杆菌中过量产生，并通过两步纯化从粗提物中短暂纯化至同质。

  DOI：

  10.1271/bbb.65.2701
• 作为产物：
  描述：

  草酰乙酸 生成 citroylformic acid
  参考文献：
  名称：

  Bimolecular decarboxylative self-condensation of oxaloacetic acid to citrolyformic acid and its conversion by oxidative decarboxylation to citric acid

  摘要：

  DOI：

  10.1021/jo00960a030

文献信息

• Production of monatin and monatin precursors
  申请人：McFarlan C. Sara

  公开号：US20050221455A1

  公开（公告）日：2005-10-06

  Methods and compositions that can be used to make monatin or salt thereof from glucose, tryptophan, indole-3-lactic acid, indole-3-pyruvate, and 2-hydroxy 2-(indol-3-ylmethyl)-4-keto glutaric acid, are provided. Methods are also disclosed for producing the indole-3-pyruvate and 2-hydroxy 2-(indol-3-ylmethyl)-4-keto glutaric acid intermediates. Compositions provided include nucleic acid molecules, polypeptides, chemical structures, and cells. Methods include in vitro and in vivo processes, and the in vitro methods include chemical reactions.

  本发明提供了可用于从葡萄糖、色氨酸、吲哚-3-乳酸、吲哚-3-丙酮酸和2-羟基-2-(吲哚-3-基甲基)-4-酮戊酸制备莫纳汀或其盐的方法和组合物。还揭示了制备吲哚-3-丙酮酸和2-羟基-2-(吲哚-3-基甲基)-4-酮戊酸中间体的方法。所提供的组合物包括核酸分子、多肽、化学结构和细胞。方法包括体外和体内过程，其中体外方法包括化学反应。
• Polypeptides and biosynthetic pathways for the production of stereoisomers of monatin and their precursors
  申请人：Brazeau J. Brian

  公开号：US20060252135A1

  公开（公告）日：2006-11-09

  Monatin and certain stereoisomers of monatin, such as R,R monatin and S,R monatin, as well as salts thereof, are produced using polypeptides and biosynthetic pathways. These polypeptides and biosynthetic pathways are also useful in the production of R-2-hydroxy-2-(indoly-3-ylmethyl)-4-keto glutaric acid, an intermediate that is formed in certain monatin synthesis pathways, including some biosynthetic pathways.

  Monatin和某些立体异构体，如R，R monatin和S，R monatin，以及它们的盐，是使用多肽和生物合成途径生产的。这些多肽和生物合成途径也可用于生产R-2-羟基-2-（吲哚-3-基甲基）-4-酮戊二酸，这是某些monatin合成途径中形成的中间体，包括一些生物合成途径。
• Aldolases, nucleic acids encoding them and methods for making and using them
  申请人：Burke Ellen

  公开号：US20080020435A1

  公开（公告）日：2008-01-24

  This invention relates to polypeptides having aldolase activity, including pyruvate activity such as, without limitation, HMG and/or KHG aldolase activity, polynucleotides encoding these polypeptides, and methods of making and using these polynucleotides and polypeptides. In some embodiments, the invention is directed to polypeptides having aldolase activity, including pyruvate activity such as, without limitation, HMG and/or KHG aldolase activity, including thermostable and thermotolerant activity, and polynucleotides encoding these enzymes, and making and using these polynucleotides and polypeptides. The polypeptides in accordance with the invention can be used in a variety of pharmaceutical, agricultural and industrial contexts. In some embodiments, the invention provides polypeptides and biosynthetic pathways that are useful in the production of R-2-hydroxy 2-(indol-3ylmethyl)-4-keto glutaric acid (R-MP) and certain stereoisomers of monatin, such as R,R and S,R monatin, and salts thereof, as well as certain stereoisomers of monatin derivatives, such as the R,R and S,R configurations, and salts thereof.

  本发明涉及具有醛缩酶活性的多肽，包括丙酮酸活性，例如，但不限于HMG和/或KHG醛缩酶活性，编码这些多肽的多核苷酸以及制备和使用这些多核苷酸和多肽的方法。在某些实施例中，本发明涉及具有醛缩酶活性的多肽，包括丙酮酸活性，例如，但不限于HMG和/或KHG醛缩酶活性，包括热稳定和热耐受活性，以及编码这些酶的多核苷酸，并制备和使用这些多核苷酸和多肽。根据本发明的多肽可以在各种制药、农业和工业背景下使用。在某些实施例中，本发明提供了用于生产R-2-羟基2-(吲哚-3-甲基)-4-酮戊二酸（R-MP）和某些单味噌味酸的立体异构体（如R，R和S，R单味噌味酸及其盐）以及某些单味噌味酸衍生物的立体异构体（如R，R和S，R构型及其盐）的多肽和生物合成途径。
• Aldolases, Nucleic Acids Encoding Them and Methods for Making and Using Them
  申请人：Weiner David P.

  公开号：US20100095390A1

  公开（公告）日：2010-04-15

  This invention relates to polypeptides having aldolase activity, including pyruvate activity such as, without limitation, HMG and/or KHG aldolase activity, polynucleotides encoding these polypeptides, and methods of making and using these polynucleotides and polypeptides. In some embodiments, the invention is directed to polypeptides having aldolase activity, including pyruvate activity such as, without limitation, HMG and/or KHG aldolase activity, including thermostable and thermotolerant activity, and polynucleotides encoding these enzymes, and making and using these polynucleotides and polypeptides. The polypeptides in accordance with the invention can be used in a variety of pharmaceutical, agricultural and industrial contexts. In some embodiments, the invention provides polypeptides and biosynthetic pathways that are useful in the production of R-2-hydroxy 2-(indol-3ylmethyl)-4-keto glutaric acid (R-MP) and certain stereoisomers of monatin, such as R,R and S,R monatin, and salts thereof, as well as certain stereoisomers of monatin derivatives, such as the R,R and S,R configurations, and salts thereof.

  本发明涉及具有醛缩酶活性的多肽，包括丙酮酸活性，例如，但不限于，HMG和/或KHG醛缩酶活性，编码这些多肽的多核苷酸以及制备和使用这些多核苷酸和多肽的方法。在某些实施例中，本发明涉及具有醛缩酶活性的多肽，包括丙酮酸活性，例如，但不限于，HMG和/或KHG醛缩酶活性，包括热稳定和耐热活性，以及编码这些酶的多核苷酸，以及制备和使用这些多核苷酸和多肽的方法。根据本发明的多肽可以在各种制药、农业和工业环境中使用。在某些实施例中，本发明提供了用于生产R-2-羟基2-(吲哚-3-甲基)-4-酮戊二酸（R-MP）和某些单甜味物质的立体异构体，例如R，R和S，R单甜味物质及其盐，以及某些单甜味物质衍生物的立体异构体，例如R，R和S，R构型及其盐的多肽和生物合成途径。
• POLYPEPTIDES AND BIOSYNTHETIC PATHWAYS FOR THE PRODUCTION OF STEREOISOMERS OF MONATIN AND THEIR PERCURSORS
  申请人：BRAZEAU Brian J.

  公开号：US20120164697A1

  公开（公告）日：2012-06-28

  Monatin and certain stereoisomers of monatin, such as R,R monatin and S,R monatin, as well as salts thereof, are produced using polypeptides and biosynthetic pathways. These polypeptides and biosynthetic pathways are also useful in the production of R-2-hydroxy-2-(indoly-3-ylmethyl)-4-keto glutaric acid, an intermediate that is formed in certain monatin synthesis pathways, including some biosynthetic pathways.

  Monatin和其某些立体异构体，如R，R monatin和S，R monatin，以及其盐，是使用多肽和生物合成途径生产的。这些多肽和生物合成途径也可用于生产R-2-羟基-2-（吲哚-3-基甲基）-4-酮戊二酸，这是某些Monatin合成途径（包括一些生物合成途径）中形成的中间体。