D-2-hydroxyadipic acid | 77252-44-9

• 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: D-2-hydroxyadipic acid
• 英文别名: (2R)-2-hydroxyhexanedioic acid
• CAS: 77252-44-9
• 化学式: C₆H₁₀O₅
• 分子量: 162.142
• InChiKey: OTTXIFWBPRRYOG-SCSAIBSYSA-N

物化性质

• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  11
• 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：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (1RS,2SR)-1-hydroxy-butane-1,2,4-tricarboxylic acid 在 β-烟酰胺腺嘌呤二核苷酸 作用下， 以 various solvent(s) 为溶剂， 生成 D-2-hydroxyadipic acid
  参考文献：
  名称：

  均异柠檬酸脱氢酶的底物特异性分析和抑制剂设计。

  摘要：

  同异柠檬酸脱氢酶参与真菌，酵母，某些原核细菌和古细菌中l-赖氨酸生物合成的α-氨基己二酸途径。该酶使用NAD（+）作为辅酶催化（2R，3S）-高异柠檬酸的氧化脱羧成2-氧代己二酸酯。使用一系列合成的底物类似物分析了源自Deinococcus radiodurans和酿酒酵母的两种均异柠檬酸脱氢酶的底物特异性，这表明这些酶的底物特异性相对较宽。基于底物特异性，将3-羟基亚烷基-和3-羧基亚烷基-苹果酸酯衍生物设计为均异柠檬酸脱氢酶的特异性抑制剂。合成抑制剂显示出中等的竞争抑制活性，并且（R，在合成的抑制剂中，Z）-3-羧丙基亚甲基丙烯酸酯的抑制作用最大。因此，均异柠檬酸脱氢酶似乎优先识别均异柠檬酸的延伸构象。

  DOI：

  10.1016/j.bmc.2006.11.008

文献信息

• NOVEL OXIDOREDUCTASES FOR ENANTIOSELECTIVE REACTIONS
  申请人：Duke University

  公开号：EP2820141A2

  公开（公告）日：2015-01-07
• MEANS AND METHODS FOR THE DETERMINATION OF (D)-2-HYDROXYGLUTARATE (D2HG) OR (D)-2-HYDROXYADIPIC ACID
  申请人：Deutsches Krebsforschungszentrum

  公开号：EP2820145B1

  公开（公告）日：2016-05-25
• A HIGH YIELD ROUTE FOR THE PRODUCTION OF COMPOUNDS FROM RENEWABLE SOURCES
  申请人：Zymochem Inc.

  公开号：EP3047030A2

  公开（公告）日：2016-07-27
• HIGH YIELD ROUTE FOR THE PRODUCTION OF COMPOUNDS FROM RENEWABLE SOURCES
  申请人：ZYMOCHEM INC.

  公开号：US20170044551A1

  公开（公告）日：2017-02-16

  Provided herein are methods, compositions, and non-naturally occurring microbial organism for preparing compounds such as 1-butanol, butyric acid, succinic acid, 1,4-butanediol, 1-pentanol, pentanoic acid, glutaric acid, 1,5-pentanediol, 1-hexanol, hexanoic acid, adipic acid, 1,6-hexanediol, 6-hydroxy hexanoic acid, ε-Caprolactone, 6-amino-hexanoic acid, ε-Caprolactam, hexamethylenediamine, linear fatty acids and linear fatty alcohols that are between 7-25 carbons long, linear alkanes and linear α-alkenes that are between 6-24 carbons long, sebacic acid and dodecanedioic acid comprising: a) converting a C N aldehyde and pyruvate to a C N+3 β-hydroxyketone intermediate through an aldol addition; and b) converting the C N+3 β-hydroxyketone intermediate to the compounds through enzymatic steps, or a combination of enzymatic and chemical steps.
• HIGH YIELD ROUTE FOR THE PRODUCTION OF 1, 6-HEXANEDIOL
  申请人：ZYMOCHEM, INC.

  公开号：US20200255840A1

  公开（公告）日：2020-08-13

  Provided herein are methods, compositions, and non-naturally occurring microbial organism for preparing compounds such as 1-butanol, butyric acid, succinic acid, 1,4-butanediol, 1-pentanol, pentanoic acid, glutaric acid, 1,5-pentanediol, 1-hexanol, hexanoic acid, adipic acid, 1,6-hexanediol, 6-hydroxy hexanoic acid, ε-Caprolactone, 6-amino-hexanoic acid, ε-Caprolactam, hexamethylenediamine, linear fatty acids and linear fatty alcohols that are between 7-25 carbons long, linear alkanes and linear α-alkenes that are between 6-24 carbons long, sebacic acid and dodecanedioic acid comprising: a) converting a C N aldehyde and pyruvate to a C N+3 β-hydroxyketone intermediate through an aldol addition; and b) converting the C N+3 β-hydroxyketone intermediate to the compounds through enzymatic steps, or a combination of enzymatic and chemical steps.