4-deoxy-L-erythro-5-hexoseulose uronic acid | 91547-65-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 4-deoxy-L-erythro-5-hexoseulose uronic acid
• 英文别名: DEHU；DEH；(4S,5S)-4,5-dihydroxy-2,6-dioxohexanoic acid
• CAS: 91547-65-8
• 化学式: C₆H₈O₆
• 分子量: 176.126
• InChiKey: IMUGYKFHMJLTOU-WVZVXSGGSA-N

物化性质

• 沸点：
  396.7±21.0 °C(Predicted)
• 密度：
  1.566±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-deoxy-L-erythro-5-hexoseulose uronic acid 在 sodium tetraborate decahydrate 、 硫酸 、 platinum on carbon 、 sodium hydroxide 作用下， 以 aq. phosphate buffer 、 水 为溶剂， 反应 48.17h， 生成 2,5-呋喃二甲酸
  参考文献：
  名称：

  [EN] METHODS FOR PREPARING 2,5-FURANDICARBOXYLIC ACID
  [FR] PROCÉDÉS POUR PRÉPARER L'ACIDE 2,5-FURANEDICARBOXYLIQUE

  摘要：

  提供的方法可以从可再生资源如海藻、藻酸盐、寡聚藻酸盐、果胶、寡聚果胶、多聚半乳糖酸、半乳糖酸和/或寡聚半乳糖酸中生产2,5-呋喃二甲酸（FDCA）。可再生资源中的糖可以转化为一个或多个中间体，如4-脱氧-L-红鼻子-5-己糖醛酸（DEHU）、4-脱氧-L-反-5-己糖醛酸（DTHU）、5-羟甲基糠醛（HMF）、2,5-二羟甲基呋喃（DHMF）和5-甲酰基-2-呋喃羧酸（FFA），通过脱水和环化转化为5-甲酰基-2-呋喃羧酸（FFA），然后氧化产生FDCA。DEHU或DTHU也可以通过氧化转化为2,3-二羟基-5-氧代己二酸（DOHA），然后进行脱水和环化产生FDCA。

  公开号：

  WO2013049711A1

文献信息

• Probe compound for detecting and isolating enzymes and means and methods using the same
  申请人：Helmholtz-Zentrum für Infektionsforschung GmbH

  公开号：EP2230312A1

  公开（公告）日：2010-09-22

  The present invention relates to a probe compound that can comprise any substrate or metabolite of an enzymatic reaction in addition to an indicator component, such as, for example, a fluorescence dye, or the like. Moreover, the present invention relates to means for detecting enzymes in form of an array, which comprises any number of probe compounds of the invention which each comprise a different metabolite of interconnected metabolites representing the central pathways in all forms of life. Moreover, the present invention relates to a method for detecting enzymes involving the application of cell extracts or the like to the array of the invention which leads to reproducible enzymatic reactions with the substrates. These specific enzymatic reactions trigger the indicator (e.g. a fluorescence signal) and bind the enzymes to the respective cognate substrates. Moreover, the invention relates to means for isolating enzymes in form of nanoparticles coated with the probe compound of the invention. The immobilisation of the cognate substrates or metabolites on the surface of nanoparticles by means of the probe compounds allows capturing and isolating the respective enzyme, e.g. for subsequent sequencing.

  本发明涉及一种探针化合物，它可以包括酶反应的任何底物或代谢物，此外还包括指示成分，例如荧光染料或类似物。此外，本发明还涉及以阵列形式检测酶的方法，该阵列由任意数量的本发明探针化合物组成，每种探针化合物由代表所有生命形式中中心途径的相互关联的代谢物中的不同代谢物组成。此外，本发明还涉及一种检测酶的方法，该方法涉及将细胞提取物或类似物应用于本发明的阵列，从而导致与底物发生可重复的酶反应。这些特定的酶反应会触发指示剂（如荧光信号），并将酶与各自的同源底物结合。此外，本发明还涉及以涂覆有本发明探针化合物的纳米颗粒形式分离酶的方法。通过探针化合物将同源底物或代谢物固定在纳米颗粒表面，可以捕获和分离相应的酶，例如用于后续测序。
• Process for making esters of 2,5-furandicarboxylic acid
  申请人：Archer Daniels Midland Company

  公开号：US11078174B2

  公开（公告）日：2021-08-03

  A process is provided for making esters of FDCA, in which an aqueous feed comprising glucaric acid is first reacted with a high boiling first alcohol in the presence of an acid catalyst and with removing water during the reaction, to form a first product mixture comprising a first ester of FDCA and the high boiling first alcohol, then unreacted high boiling first alcohol is removed from the first product mixture. The first ester of FDCA and the high boiling first alcohol is then transesterified with a lower boiling second alcohol selected from the group consisting of methanol, ethanol, isopropanol and n-propanol, to form a second product mixture comprising a second ester of FDCA with the lower boiling second alcohol, and the second ester of FDCA with the lower boiling second alcohol is recovered.

  本发明提供了一种制造 FDCA 酯的工艺，在该工艺中，首先在酸催化剂存在下，将包含葡 萄酸的水性进料与高沸点第一醇反应，并在反应过程中除去水，以形成包含 FDCA 第一酯和高 沸点第一醇的第一产品混合物，然后从第一产品混合物中除去未反应的高沸点第一醇。然后将 FDCA 第一酯和高沸点第一醇与选自甲醇、乙醇、异丙醇和正丙醇的低沸点第二醇进行酯交换反应，形成由 FDCA 第二酯和低沸点第二醇组成的第二产物混合物，并回收 FDCA 第二酯和低沸点第二醇。
• Validation of the metabolic pathway of the alginate-derived monomer in Saccharophagus degradans 2-40 T by gas chromatography–mass spectrometry
  作者：Do Hyoung Kim、Damao Wang、Eun Ju Yun、Sooah Kim、Soo Rin Kim、Kyoung Heon Kim

  DOI：10.1016/j.procbio.2016.07.020

  日期：2016.10

  Marine macroalgae are potential resources for the sustainable production of biofuels and bio-based chemicals. Alginate, a major component of brown macroalgae, consists of two uronate monomers, which are further non-enzymatically converted to 4-deoxy-L-erythro-5-hexoseulose uronate (DEH). In several marine bacteria, DEH is known to be metabolized via three enzymatic steps, consisting of DEH reductase, 2-keto-3-deoxy-n-gluconate (KDG) kinase, and 2-keto-3-deoxy-phosphogluconate (KDPG) aldolase, which yields two glycolytic intermediates: D-glyceraldehyde-3-phosphate and pyruvate. However, such functions of these enzymes for the DEH pathway have rarely been experimentally validated. In the present study, the DEH metabolic pathway was investigated in Saccharophagus degradans 2-40(T), a marine bacterium that utilizes alginate. Through in vitro tests assisted by gas chromatography/mass spectrometry and gas chromatography/time-of-flight mass spectrometry, the purified enzymes were functionally confirmed and annotated as dehR, kdgK, and kdpgA, respectively. In conclusion, we report the in vitro validation of the metabolic pathway of DEH monomerized from alginate. (C) 2016 Elsevier Ltd. All rights reserved.
• THERMOPHILIC ALGINATE LYASE FROM BACILLUS STEAROTHERMOPHILUS NRRL B-18394
  申请人：NOVO NORDISK A/S

  公开号：EP0434752A1

  公开（公告）日：1991-07-03
• COMPOSITIONS AND METHODS FOR PRODUCING CHEMICALS AND DERIVATIVES THEREOF
  申请人：Synthetic Genomics, Inc.

  公开号：US20140206047A1

  公开（公告）日：2014-07-24

  The present invention provides methods for producing a product of one or more enzymatic pathways. The pathways used in the methods of the invention involve one or more conversion steps such as, for example, an enzymatic conversion of guluronic acid into D-glucarate (Step 7); an enzymatic conversion of 5-ketogluconate (5-KGA) into L-Iduronic acid (Step 15); an enzymatic conversion of L-Iduronic acid into Idaric acid Step 7b); and an enzymatic conversion of 5-ketocluconate into 4,6-dihydroxy 2,5-diketo hexanoate (2,5-DDH) (Step 16). In some embodiments the methods of the invention produce 2,5-furandicarboxylic acid (FDCA) as a product. The methods include both enzymatic and chemical conversions as steps. Various pathways are also provided for converting glucose into 5-dehdyro-4-deoxy-glucarate (DDG), and for converting glucose into 2,5-furandicarboxylic acid (FDCA). The methods also involve the use of engineered enzymes that perform reactions with high specificity and efficiency. Additional products that can be produce include metabolic products such as, but not limited to, guluronic acid, L-iduronic acid, idaric acid, glucaric acid. Any of the products can be produced using glucose as a substrate or using any intermediate in any of the methods or pathways of the invention.