N-carbamyl-D-leucine | 54896-73-0

• 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: N-carbamyl-D-leucine
• 英文别名: (2R)-2-(carbamoylamino)-4-methylpentanoic acid
• CAS: 54896-73-0
• 化学式: C₇H₁₄N₂O₃
• 分子量: 174.2
• InChiKey: JUIBQJHHPDRAGP-RXMQYKEDSA-N

物化性质

• 沸点：
  321.9±34.0 °C(Predicted)
• 密度：
  1.168±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  92.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-carbamyl-D-leucine 在 盐酸 、 sodium nitrite 作用下， 生成 D-亮氨酸
  参考文献：
  名称：

  New hydantoinases from thermophilic microorganisms — Synthesis of enantiomerically pure D-amino acids

  摘要：

  A series of 14 D-alpha-amino acids were prepared in high chemical and optical yields from the corresponding racemic hydantoins by employing two novel hydantoinases from om thermophilic microorganisms.

  DOI：

  10.1016/0957-4166(95)00157-k
• 作为产物：
  描述：

  5-异丁基咪唑啉-2,4-二酮 在 D-hydantoinase 2 作用下， 以 水 为溶剂， 反应 18.0h， 以93%的产率得到N-carbamyl-D-leucine
  参考文献：
  名称：

  New hydantoinases from thermophilic microorganisms — Synthesis of enantiomerically pure D-amino acids

  摘要：

  A series of 14 D-alpha-amino acids were prepared in high chemical and optical yields from the corresponding racemic hydantoins by employing two novel hydantoinases from om thermophilic microorganisms.

  DOI：

  10.1016/0957-4166(95)00157-k

文献信息

• PROCESS FOR PRODUCING D-$g(a)-AMINO ACID
  申请人：Kanegafuchi Chemical Industry Co., Ltd.

  公开号：EP0628637A1

  公开（公告）日：1994-12-14

  A process for producing a D-α-amino acid represented by general formula (I), (wherein R represents phenyl, hydroxylated phenyl, substituted or unsubstituted alkyl, or thienyl) by treating as N-carbamyl-D-α-amino acid represented by general formula (II), (wherein R is as defined above) in an aqueous medium with an enzyme produced by a microorganism, wherein use is made of a decarbamylase which can be produced by a microorganism belonging to the genus Comamonas, Blastobacter, Alkaligenes, Sporosarcina, Rhizobium, Bradyrhizobium, or Arthrobacter. The D-α-amino acid can be produced from the N-carbamyl-D-α-amino acid under neutral to alkaline conditions.

  一种生产通式(I)代表的D-α-氨基酸(其中R代表苯基、羟基苯基、取代或未取代的烷基或噻吩基)的工艺，其方法是将通式(II)代表的N-氨基甲酰基-D-α-氨基酸在水介质中用微生物产生的酶处理、(其中 R 如上定义）在水性培养基中用微生物产生的酶处理，其中使用的脱氨酰基酶可由属于 Comamonas 属、Blastobacter 属、Alkaligenes 属、Sporosarcina 属、Rhizobium 属、Bradyrhizobium 属或 Arthrobacter 属的微生物产生。D-α- 氨基酸可在中性至碱性条件下由 N-氨基甲酰-D-α-氨基酸产生。
• PROCESS FOR PRODUCING D-N-CARBAMOYL-$g(a)-AMINO ACID
  申请人：Kanegafuchi Chemical Industry Co., Ltd.

  公开号：EP0801131A1

  公开（公告）日：1997-10-15

  A process for producing D-N-carbamoyl-α-amino acid from a 5-substituted hydantoin with the use of a hydantoinase produced by a microorganism transformed with a recombinant DNA with a vector DNA and the fragments of a DNA containing genes associated with a hydantoinase originating in a specified microorganism belonging to the genus Bacillus, Agrobacterium or Pseudomonas.

  一种用 5-取代的海因生产 D-N-氨基甲酰-α-氨基酸的工艺，该工艺使用的海因酶是由重组 DNA 转化的微生物产生的，重组 DNA 的载体 DNA 和 DNA 片段含有与海因酶相关的基因，这些基因来源于属于芽孢杆菌属、农杆菌属或假单胞菌属的特定微生物。
• STEREOSTRUCTURE OF DECARBAMYLASE AND METHOD OF USING THE SAME
  申请人：Kaneka Corporation

  公开号：EP1209234A1

  公开（公告）日：2002-05-29

  The present invention reveals the stereostructure of decarbamylase by X-ray crystallography and provides a decarbamylase mutant, which is more useful for industrial applications, obtained by molecular design utilizing the stereostructure for the purpose of improving the reactivity of decarbamylase to D-N-carbamoyl-α-amino acid which is a substrate thereof. Specifically, the present invention relates to the stereostructure of decarbamylase determined by X-ray crystallography; a stereostructure model of a decarbamylase mutant; a stereostructure model of a complex thereof with a substrate, a product, and the like; a molecular design method utilizing these stereostructures; a decarbamylase mutant obtained by the method; and a method for designing and producing a protein mutant having a structure similar to that of decarbamylase.

  本发明通过X射线晶体学揭示了脱氨基甲酰酶的立体结构，并提供了一种脱氨基甲酰酶突变体，该突变体通过利用该立体结构进行分子设计而获得，更有利于工业应用，其目的是提高脱氨基甲酰酶对作为其底物的D-N-氨基甲酰-α-氨基酸的反应活性。具体而言，本发明涉及通过 X 射线晶体学确定的脱氨基甲酰酶的立体结构；脱氨基甲酰酶突变体的立体结构模型；其与底物、产物等的复合物的立体结构模型；利用这些立体结构的分子设计方法；通过该方法获得的脱氨基甲酰酶突变体；以及设计和生产具有与脱氨基甲酰酶相似结构的蛋白质突变体的方法。
• Process for producing D-N-carbamoyl-alpha-amino acids
  申请人：KANEGAFUCHI KAGAKU KOGYO KABUSHIKI KAISHA

  公开号：EP1616945A1

  公开（公告）日：2006-01-18

  There is discloses the production of D-N-carbamoyl-α-amino acids from 5-substituted hydantoins using a hydantoinase produced from a transformant microorganism transformed with a recombinant DNA of a DNA fragment containing a gene for a hydantoinase derived from a specific microorganism of the genus Bacillus, Agrobacterium or Pseudomonas and a vector DNA.

  公开了一种从 5-取代的 hydantoins 中生产 D-N-氨基甲酰-α-氨基酸的方法，该方法使用的 hydantoinase 产自转化微生物，该转化微生物使用的 DNA 是重组 DNA，该 DNA 片段含有从芽孢杆菌属、农杆菌属或假单胞菌属的特定微生物中提取的 hydantoinase 基因和载体 DNA。
• 5-SUBSTITUTED HYDANTOIN RACEMASE, DNA ENCODING THE SAME, RECOMBINANT DNA, TRANSFORMED CELL, AND PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE N-CARBAMYLAMINO ACID OR OPTICALLY ACTIVE AMINO ACID
  申请人：Kaneka Corporation

  公开号：EP1852510A1

  公开（公告）日：2007-11-07

  Disclosed are a novel hydantoin racemase and a process for producing an optically active N-carbamylamino acid or an optically active amino acid using the hydantoin racemase. A novel hydantoin racemase isolated and purified from Bacillus sp. Strain KNK519HR; a gene encoding the hydantoin racemase; a recombinant plasmid having the gene introduced therein; a transformant having the hydantoin racemase gene introduced therein; and a process for producing an optically active N-carbamylamino acid or an optically active amino acid characterized in that a 5-substituted hydantoin compound is treated in the presence of hydantoinase and N-carbamylamino acid amidohydolase as well as the hydantoin racemase.

  本发明公开了一种新型海因消旋酶和一种利用该海因消旋酶生产光学活性 N-氨基甲酰氨基酸或光学活性氨基酸的工艺。从 Bacillus sp.菌株KNK519HR中分离和纯化的一种新型海因消旋酶；一种编码该海因消旋酶的基因；一种含有该基因的重组质粒；一种含有该海因消旋酶基因的转化体；以及一种生产光学活性N-氨基甲酰氨基酸或光学活性氨基酸的工艺，其特征在于5-取代的海因化合物是在海因酶和N-氨基甲酰氨基酸酰胺醇化酶以及海因消旋酶的存在下处理的。