3-hydroxypropionic acid anion | 1190-23-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: 3-hydroxypropionic acid anion
• 英文别名: 3-hydroxypropionate；glycolate；3-Hydroxypropionat；3-hydroxypropanoate
• CAS: 1190-23-4
• 化学式: C₃H₅O₃
• 分子量: 89.0709
• InChiKey: ALRHLSYJTWAHJZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  60.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  γ-hydroxybutyrate 、 3-hydroxypropionic acid anion 、 氨苄西林 、 氯霉素 反应 72.0h， 生成 4-Hydroxybutyrate 3-hydroxypropionate lactate
  参考文献：
  名称：

  COPOLYMER COMPRISING 4-HYDROXYBUTYRATE UNIT AND LACTATE UNIT AND ITS MANUFACTURING METHOD

  摘要：

  本发明涉及一种共聚物，其包含4-羟基丁酸单体单元和乳酸单体单元，或者包含4-羟基丁酸单体单元、乳酸单体单元和3-羟基烷酸单体单元的共聚物，以及它们的制备方法。更具体地说，本发明涉及一种制备包含乳酸单体单元、4-羟基丁酸单体单元和可选的3-羟基烷酸单体单元的共聚物的方法，其中该方法包括培养含有将乳酸和3-羟基烷酸转化为乳酰辅酶A和3-羟基烷酰辅酶A的酶基因、磷酸丁醇转移酶基因、丁酸激酶基因和聚羟基烷酸合酶基因的细胞或植物，并由该方法制备的共聚物。本发明的共聚物是一种可生物降解的聚合物，能够代替传统的合成塑料有用地使用，可用于医疗用途。

  公开号：

  US20100222545A1
• 作为产物：
  描述：

  β-丙内酯 在 potassium chloride 、 hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 3-hydroxypropionic acid anion
  参考文献：
  名称：

  Barton, Patrick; Laws, Andrew P.; Page, Michael I., Journal of the Chemical Society. Perkin transactions II, 1994, # 9, p. 2021 - 2030

  摘要：

  DOI：

文献信息

• Polyhydroxyalkanoate production from polyols
  申请人：Skraly A. Frank

  公开号：US20050239179A1

  公开（公告）日：2005-10-27

  Organisms are provided which express enzymes such as glycerol dehydratase, diol dehydratase, acyl-CoA transferase, acyl-CoA synthetase β-ketothiolase, acetoacetyl-CoA reductase, PHA synthase, glycerol-3-phosphate dehydrogenase and glycerol-3-phosphatase, which are useful for the production of PHAs. In some cases one or more of these genes are native to the host organism and the remainder are provided from transgenes. These organisms produce poly (3-hydroxyalkanoate) homopolymers or co-polymers incorporating 3-hydroxypropionate or 3-hydroxyvalerate monomers wherein the 3-hydroxypropionate and 3-hydroxyvalreate units are derived from the enzyme catalysed conversion of diols. Suitable diols that can be used include 1,2-propanediol, 1,3 propanediol and glycerol. Biochemical pathways for obtaining the glycerol from normal cellular metabolites are also described. The PHA polymers are readily recovered and industrially useful as polymers or as starting materials for a range of chemical intermediates including 1,3-propanediol, 3-hydroxypropionaldehyde, acrylics, malonic acid, esters and amines.

  提供了表达酶的生物体，如甘油脱水酶、二醇脱水酶、酰基-CoA转移酶、酰基-CoA合酶β-酮硫酸酰基酶、乙酰乙酰-CoA还原酶、PHA合成酶、甘油-3-磷酸脱氢酶和甘油-3-磷酸酶，这些酶对于PHA的生产非常有用。在某些情况下，这些基因中的一个或多个是宿主生物体的本地基因，其余的则来自转基因。这些生物体生产聚(3-羟基烷酸)同聚物或共聚物，包括3-羟基丙酸酯或3-羟基戊酸酯单体，其中3-羟基丙酸酯和3-羟基戊酸酯单元是由酶催化的二醇转化而来。可用的二醇包括1,2-丙二醇、1,3-丙二醇和甘油。还描述了从正常细胞代谢物中获取甘油的生化途径。这些PHA聚合物易于回收，并且在工业上用作聚合物或用于制备一系列化学中间体，包括1,3-丙二醇、3-羟基丙醛、丙烯酸、丙二酸酯和胺等起始材料。
• POLYHYDROXYALKANOATE PRODUCTION FROM POLYOLS
  申请人：Skraly Frank A.

  公开号：US20120129232A1

  公开（公告）日：2012-05-24

  Organisms are provided which express enzymes such as glycerol dehydratase, diol dehydratase, acyl-CoA transferase, acyl-CoA synthetase β-ketothiolase, acetoacetyl-CoA reductase, PHA synthase, glycerol-3-phosphate dehydrogenase and glycerol-3-phosphatase, which are useful for the production of PHAs. In some cases one or more of these genes are native to the host organism and the remainder are provided from transgenes. These organisms produce poly(3-hydroxyalkanoate)homopolymers or co-polymers incorporating 3-hydroxypropionate or 3-hydroxyvalerate monomers wherein the 3-hydroxypropionate and 3-hydroxyvalreate units are derived from the enzyme catalysed conversion of diols. Suitable diols that can be used include 1,2-propanediol, 1,3 propanediol and glycerol. Biochemical pathways for obtaining the glycerol from normal cellular metabolites are also described. The PHA polymers are readily recovered and industrially useful as polymers or as starting materials for a range of chemical intermediates including 1,3-propanediol, 3-hydroxypropionaldehyde, acrylics, malonic acid, esters and amines.

  提供了表达酶的生物体，例如甘油脱水酶、二元醇脱水酶、酰基辅酶A转移酶、酰基辅酶A合成酶β-酮硫酸酯酶、乙酰乙酰辅酶A还原酶、PHA合成酶、甘油-3-磷酸脱氢酶和甘油-3-磷酸酶，这些酶对PHA的生产非常有用。在某些情况下，其中一个或多个基因是宿主生物体的本地基因，其余的则来自转基因。这些生物体产生聚(3-羟基烷酸酯)同聚物或共聚物，包括3-羟基丙酸酯或3-羟基戊酸酯单体，其中3-羟基丙酸酯和3-羟基戊酸酯单位来自酶催化的二元醇转化。可用的二元醇包括1,2-丙二醇、1,3-丙二醇和甘油。还描述了从正常细胞代谢物中获取甘油的生化途径。PHA聚合物很容易回收，并且在聚合物或一系列化学中间体的起始材料中具有工业用途，包括1,3-丙二醇、3-羟基丙酸醛、丙烯酸、丙二酸酯和胺。
• Copolymer comprising 4-hydroxybutyrate unit and lactate unit and its manufacturing method
  申请人：Park Si-Jae

  公开号：US08383379B2

  公开（公告）日：2013-02-26

  The present invention relates to a copolymer comprising 4-hydroxybutyrate monomer unit and lactate monomer unit, a copolymer 4-hydroxybutyrate monomer unit, lactate monomer unit and 3-hydroxyalkanoate, or their preparing method. More specifically, the present invention relates to a method for preparing a copolymer comprising lactate monomer; 4-hydroxybutyrate monomer; and optionally 3-hydroxyalkanoate, wherein the method comprises culturing a cell or plant comprising the gene of enzyme converting lactate and 3-hydroxyalkanoate into lactyl-CoA and 3-hydroxyalkanoyl-CoA, respectively, phosphotransbutylase gene, butyrate kinase gene and polyhydroxyalkanoate synthase gene together, and the copolymer made by the method. The copolymer of the present invention is a biodegradable polymer being able to be usefully used instead of conventional synthetic plastic, and the copolymer can be used for medical use.

  本发明涉及一种共聚物，包括4-羟基丁酸单体单元和乳酸单体单元，一种共聚物4-羟基丁酸单体单元，乳酸单体单元和3-羟基烷酸单体单元，或其制备方法。更具体地，本发明涉及一种制备包括乳酸单体单元；4-羟基丁酸单体单元；以及可选的3-羟基烷酸单体单元的共聚物的方法，其中该方法包括培养包含将乳酸和3-羟基烷酸转化为乳酰辅酶A和3-羟基烷酰辅酶A的酶基因，磷酸丁酰转移酶基因，丁酸激酶基因和聚羟基烷酸合成酶基因的细胞或植物，并通过该方法制备的共聚物。本发明的共聚物是一种可生物降解的聚合物，可以代替传统的合成塑料有用地使用，并可用于医疗用途。
• A 3-Hydroxypropionate/4-Hydroxybutyrate Autotrophic Carbon Dioxide Assimilation Pathway in Archaea
  作者：Ivan A. Berg、Daniel Kockelkorn、Wolfgang Buckel、Georg Fuchs

  DOI：10.1126/science.1149976

  日期：2007.12.14

  The assimilation of carbon dioxide (CO ₂ ) into organic material is quantitatively the most important biosynthetic process. We discovered that an autotrophic member of the archaeal order Sulfolobales, Metallosphaera sedula , fixed CO ₂ with acetyl–coenzyme A (acetyl-CoA)/propionyl-CoA carboxylase as the key carboxylating enzyme. In this system, one acetyl-CoA and two bicarbonate molecules were reductively converted via 3-hydroxypropionate to succinyl-CoA. This intermediate was reduced to 4-hydroxybutyrate and converted into two acetyl-CoA molecules via 4-hydroxybutyryl-CoA dehydratase. The key genes of this pathway were found not only in Metallosphaera but also in Sulfolobus, Archaeoglobus , and Cenarchaeum species. Moreover, the Global Ocean Sampling database contains half as many 4-hydroxybutyryl-CoA dehydratase sequences as compared with those found for another key photosynthetic CO ₂ -fixing enzyme, ribulose-1,5-bisphosphate carboxylase-oxygenase. This indicates the importance of this enzyme in global carbon cycling.

  二氧化碳（CO2）的同化成为有机物是定量上最重要的生物合成过程。我们发现，一种自养的 Sulfolobales 纲的古菌成员 Metallosphaera sedula，通过乙酰辅酶A（乙酰-CoA）/丙酰-CoA 羧化酶作为关键羧化酶来固定 。在这个系统中，一个乙酰-CoA 和两个碳酸氢盐分子通过 3-羟基丙酸酯被还原转化为琥珀酰-CoA。这个中间体被还原成为 4-羟基丁酸酯，并通过 4-羟基丁酰辅酶A 脱水酶转化为两个乙酰-CoA 分子。这个途径的关键基因不仅在 Metallosphaera 中发现，还在 Sulfolobus、Archaeoglobus 和 Cenarchaeum 物种中发现。此外，全球海洋采样数据库中含有的 4-羟基丁酰辅酶A 脱水酶序列数量仅为另一个关键的光合 固定酶核糖-1,5-二磷酸羧化酶-氧化酶的一半。这表明这种酶在全球碳循环中的重要性。
• The Catalytic Property of 3-Hydroxyisobutyrate Dehydrogenase from Bacillus cereus on 3-Hydroxypropionate
  作者：Tianran Yao、Lin Xu、Hanjie Ying、He Huang、Ming Yan

  DOI：10.1007/s12010-009-8685-x

  日期：2010.2

  The MmsB gene product from Bacillus cereus ATCC14579 exhibits 3-hydroxypropionate dehydrogenase activity. It encodes the 32-kDa enzyme protein composed of 292 amino acids. Recombinant 3-hydroxyisobutyrate dehydrogenase (3-HIBADH) was purified 100-fold from cell extract by ammonium sulfate fractionation and column chromatography. The enzyme catalyzed oxidation of 3-hydroxypropionate (3-HP) between pH 7.0 and 10.0 with optimal activity between 8.8 and 9.0. A Km of 16.8 mM for 3-HP was calculated from a Lineweaver–Burk plot. The semialdehyde as products has been proven by spectrophotometric determination. The dehydrogenase apparently has no metal ion requirement. Kinetic determinations established that 3-HIBADH was more active with NADP+ than NAD+, which did not show similarity with previously reported 3-HIBADH except that from Thermus thermophilus.

  来自蜡样芽胞杆菌ATCC14579的MmsB基因产物具有3-羟基丙酸脱氢酶活性。它编码由292个氨基酸组成的32-kDa酶蛋白。通过硫酸铵分馏和柱色谱法，从细胞提取物中纯化了100倍的重组3-羟基异丁酸脱氢酶（3-HIBADH）。该酶催化3-羟基丙酸（3-HP）在pH 7.0至10.0之间的氧化，最佳活性在8.8至9.0之间。根据Lineweaver-Burk图计算，3-HP的Km为16.8 mM。半醛作为产物已通过分光光度测定法得到证实。该脱氢酶显然不需要金属离子。动力学测定表明，3-HIBADH对NADP+比NAD+更活跃，这与之前报道的3-HIBADH（来自嗜热菌）不同。