(2S)-5-(carbamoylamino)-2-hydroxypentanoic acid | 413622-19-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S)-5-(carbamoylamino)-2-hydroxypentanoic acid
• CAS: 413622-19-2
• 化学式: C₆H₁₂N₂O₄
• 分子量: 176.172
• InChiKey: PQRXSFQNATUMBD-BYPYZUCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  113
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  DL-瓜氨酸 生成 (2S)-5-(carbamoylamino)-2-hydroxypentanoic acid
  参考文献：
  名称：

  GOUESNARD, JEAN-PAUL, BULL. SOC. CHIM. FR.,(1989) N, C. 88-94

  摘要：

  DOI：

文献信息

• Production of alpha-hydroxy-carboxylic acids using a coupled enzyme system
  申请人：——

  公开号：US20040053382A1

  公开（公告）日：2004-03-18

  An economical and expedient method is disclosed for the preparation of &agr;-hydroxy-carboxylic acids or salts thereof in very high enantiomeric purity which comprises oxidizing a corresponding &agr;-amino-carboxylic acid or salt thereof using an amino acid deaminase followed by reducing the corresponding &agr;-keto-carboxylic acid or salt produced using a D- or L-lactate dehydrogenase in the combination with an electron donor and an enzyme/substrate system for recycling the electron donor. The resulting &agr;-hydroxy-carboxylic acids, hydrates, and salts thereof are valuable components and intermediates in the preparation of chiral compounds, especially pharmaceuticals. This invention also relates to the use of &agr;-amino-carboxylic acids, hydrates, and salts thereof and a coupled enzyme system in the production of &agr;-hydroxy-carboxylic acids, hydrates, and salts thereof.

  本发明公开了一种经济、便捷的方法，用于制备对映体纯度极高的&agr;-羟基羧酸或其盐，该方法包括使用氨基酸脱氨酶氧化相应的&agr;-氨基羧酸或其盐，然后使用D-或L-乳酸脱氢酶还原相应的&agr;-酮羧酸或其盐，该酶与电子供体和用于回收电子供体的酶/底物系统结合使用。生成的&agr;-羟基羧酸、水合物及其盐是制备手性化合物，特别是药物的重要成分和中间体。本发明还涉及&agr;-氨基羧酸、其水合物和盐以及耦合酶系统在生产&agr;-羟基羧酸、其水合物和盐中的应用。
• Gouesnard, Jean-Paul, Bulletin de la Societe Chimique de France, 1989, # 1, p. 88 - 94
  作者：Gouesnard, Jean-Paul

  DOI：——

  日期：——
• PRODUCTION OF g(a)-HYDROXY-CARBOXYLIC ACIDS USING A COUPLED ENZYME SYSTEM
  申请人：PCBU Services, Inc.

  公开号：EP1326993A2

  公开（公告）日：2003-07-16
• PRODUCTION OF ALPHA-HYDROXY-CARBOXYLIC ACIDS USING A COUPLED ENZYME SYSTEM
  申请人：Excelsyn Molecular Development Limited

  公开号：EP1326993B1

  公开（公告）日：2007-05-23
• [EN] PRODUCTION OF alpha -HYDROXY-CARBOXYLIC ACIDS USING A COUPLED ENZYME SYSTEM<br/>[FR] PRODUCTION D'ACIDES alpha -HYDROXY-CARBOXYLIQUES A L'AIDE D'UN SYSTEME D'ENZYME COUPLE
  申请人：PCBU SERVICES INC

  公开号：WO2002033110A2

  公开（公告）日：2002-04-25

  An economical and expedient method is disclosed for the preparation of α-hydroxy-carboxylic acids or salts thereof in very high enantiomeric purity which comprises oxidizing a corresponding α-amino-carboxylic acid or salt thereof using an amino acid deaminase followed by reducing the corresponding α-keto-carboxylic acid or salt produced using a D- or L- lactate dehydrogenase in the combination with an electron donor and an enzyme/substrate system for recycling the electron donor. The resulting α-hydroxy-carboxylic acids, hydrates, and salts thereof are valuable components and intermediates in the preparation of chiral compounds, especially pharmaceuticals. This invention also relates to the use of α-amino-carboxylic acids, hydrates, and salts thereof and a coupled enzyme system in the production of α-hydroxy-carboxylic acids, hydrates, and salts thereof.