2-羟基戊二酰-1-辅酶A | 111769-66-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-羟基戊二酰-1-辅酶A
• 英文名称: 2-hydroxyglutaryl-CoA
• 英文别名: 2-Hydroxyglutaryl-1-coenzyme A；(4R)-5-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethylsulfanyl]-4-hydroxy-5-oxopentanoic acid
• CAS: 111769-66-5
• 化学式: C₂₆H₄₂N₇O₂₀P₃S
• 分子量: 897.642
• InChiKey: ITRSBJZNLOYNNR-WZZMXTMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.4
• 重原子数：
  57
• 可旋转键数：
  24
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  447
• 氢给体数：
  11
• 氢受体数：
  25

反应信息

• 作为反应物：
  描述：

  2-羟基戊二酰-1-辅酶A 在 2-hydroxyglutaryl-CoA dehydratase from Clostridium symbiosum 、 连二亚硫酸盐 、 5’-三磷酸腺苷 、 magnesium chloride 、 Cleland's reagent 作用下， 生成 E-glutaconyl-CoA
  参考文献：
  名称：

  On the thermodynamic equilibrium between (R)-2-hydroxyacyl-CoA and 2-enoyl-CoA

  摘要：

  A combined experimental and computational approach has been applied to investigate the equilibria between several α‐hydroxyacyl‐CoA compounds and their 2‐enoyl‐CoA derivatives. In contrast to those of their β, γ and δ counterparts, the equilibria for the α‐compounds are relatively poorly characterized, but qualitatively they appear to be unusually sensitive to substituents. Using a variety of techniques, we have succeeded in measuring the equilibrium constants for the reactions beginning from 2‐hydroxyglutaryl‐CoA and lactyl‐CoA. A complementary computational evaluation of the equilibrium constants shows quantitative agreement with the measured values. By examining the computational results, we arrive at an explanation of the substituent sensitivity and provide a prediction for the, as yet unmeasured, equilibrium involving 2‐hydroxyisocaproyl‐CoA.

  DOI：

  10.1111/j.1742-4658.2010.07597.x
• 作为产物：
  描述：

  E-glutaconyl-CoA 在 2-hydroxyglutaryl-CoA dehydratase from Clostridium symbiosum 、 连二亚硫酸盐 、 5’-三磷酸腺苷 、 magnesium chloride 、 Cleland's reagent 作用下， 生成 2-羟基戊二酰-1-辅酶A
  参考文献：
  名称：

  On the thermodynamic equilibrium between (R)-2-hydroxyacyl-CoA and 2-enoyl-CoA

  摘要：

  A combined experimental and computational approach has been applied to investigate the equilibria between several α‐hydroxyacyl‐CoA compounds and their 2‐enoyl‐CoA derivatives. In contrast to those of their β, γ and δ counterparts, the equilibria for the α‐compounds are relatively poorly characterized, but qualitatively they appear to be unusually sensitive to substituents. Using a variety of techniques, we have succeeded in measuring the equilibrium constants for the reactions beginning from 2‐hydroxyglutaryl‐CoA and lactyl‐CoA. A complementary computational evaluation of the equilibrium constants shows quantitative agreement with the measured values. By examining the computational results, we arrive at an explanation of the substituent sensitivity and provide a prediction for the, as yet unmeasured, equilibrium involving 2‐hydroxyisocaproyl‐CoA.

  DOI：

  10.1111/j.1742-4658.2010.07597.x

文献信息

• BIOLOGICAL SYNTHESIS OF DIFUNCTIONAL HEXANES AND PENTANES FROM CARBOHYDRATE FEEDSTOCKS
  申请人：Baynes Brian M.

  公开号：US20120301950A1

  公开（公告）日：2012-11-29

  Provided herein are methods for the production of difunctional alkanes in microorganisms. Also provided are enzymes and nucleic acids encoding such enzymes, associated with the difunctional alkane production from carbohydrates feedstocks in microorganisms. The invention also provides recombinant microorganisms and metabolic pathways for the production of difunctional alkanes.

  本文提供了在微生物中生产双官能基烷烃的方法。同时还提供了编码这种酶的核酸和酶，与从碳水化合物饲料中生产双官能基烷烃相关。本发明还提供了重组微生物和代谢途径，用于生产双官能基烷烃。
• Method for the Production of Glutaconate
  申请人：Zelder Oskar

  公开号：US20120021472A1

  公开（公告）日：2012-01-26

  The present invention relates to a novel method for the biocatalytic production of unsaturated dicarboxylic acids by cultivating a recombinant microorganism co-expressing a glutaconate CoA-transferase and a 2-hydroxyglutaryl-CoA dehydratase system. The present invention also relates to corresponding recombinant hosts, recombinant vectors, expression cassettes and nucleic acids suitable for preparing such hosts as well as a method of preparing polyamide or polyester copolymers making use of said dicarboxylic acids as obtained by said biocatalytic production method.

  本发明涉及一种新的生物催化生产不饱和二羧酸的方法，通过培养重组微生物共同表达谷氨酸辅酶A转移酶和2-羟基戊二酰辅酶A脱水酶系统。本发明还涉及相应的重组宿主、重组载体、表达载体和适用于制备此类宿主的核酸，以及利用所述生物催化生产方法所获得的该二羧酸制备聚酰胺或聚酯共聚物的方法。
• Biological Synthesis of Difunctional Hexanes and Pentanes from Carbohydrate Feedstocks
  申请人：Baynes Brain M.

  公开号：US20130017593A1

  公开（公告）日：2013-01-17

  Provided herein are methods for the production of difunctional alkanes in microorganisms. Also provided are enzymes and nucleic acids encoding such enzymes, associated with the difunctional alkane production from carbohydrates feedstocks in microorganisms. The invention also provides recombinant microorganisms and metabolic pathways for the production of difunctional alkanes.

  本文提供了在微生物中生产二官能烷的方法。同时还提供了编码这些酶的酶和核酸，这些酶与从碳水化合物饲料中生产二官能烷有关。本发明还提供了重组微生物和代谢途径，用于生产二官能烷。
• BIOCONVERSION PROCESS FOR PRODUCING NYLON-7, NYLON-7,7 AND POLYESTERS
  申请人：INVISTA TECHNOLOGIES S.a.r.l.

  公开号：US20150337275A1

  公开（公告）日：2015-11-26

  Embodiments of the present invention relate to methods for the biosynthesis of di- or trifunctional C7 alkanes in the presence of isolated enzymes or in the presence of a recombinant host cell expressing those enzymes. The di- or trifunctional C7 alkanes are useful as intermediates in the production of nylon-7, nylon-7,x, nylon-x,7, and polyesters.

  本发明实施例涉及在分离酶存在或在表达这些酶的重组宿主细胞存在下，生物合成双或三功能C7烷的方法。这些双或三功能C7烷在生产尼龙-7、尼龙-7，x、尼龙-x，7和聚酯中作为中间体是有用的。
• Bioconversion process for producing nylon-7, nylon-7,7 and polyesters
  申请人：INVISTA NORTH AMERICA S.A.R.L.

  公开号：US10689673B2

  公开（公告）日：2020-06-23

  Embodiments of the present invention relate to methods for the biosynthesis of di- or trifunctional C7 alkanes in the presence of isolated enzymes or in the presence of a recombinant host cell expressing those enzymes. The di- or trifunctional C7 alkanes are useful as intermediates in the production of nylon-7, nylon-7,x, nylon-x,7, and polyesters.

  本发明的实施方案涉及在分离酶存在下或在表达这些酶的重组宿主细胞存在下生物合成二官能团或三官能团C7烷烃的方法。二官能或三官能 C7 烷烃可用作生产尼龙-7、尼龙-7,x、尼龙-x,7 和聚酯的中间体。