S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-氨基嘌呤-9-基)-4-羟基-3-膦酰氧基四氢呋喃-2-基]甲氧基-羟基磷酰]氧基-羟基磷酰]氧基-2-羟基-3,3-二甲基丁酰基]氨基]丙酰氨基]乙基]3-氧代硫代十六烷酸酯 | 34619-89-1

• 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: S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-氨基嘌呤-9-基)-4-羟基-3-膦酰氧基四氢呋喃-2-基]甲氧基-羟基磷酰]氧基-羟基磷酰]氧基-2-羟基-3,3-二甲基丁酰基]氨基]丙酰氨基]乙基]3-氧代硫代十六烷酸酯
• 英文名称: 3-oxohexadecanoic acid coenzyme A thioester
• 英文别名: 3-Oxopalmitoyl-CoA；S-[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]ethyl] 3-oxohexadecanethioate
• CAS: 34619-89-1
• 化学式: C₃₇H₆₄N₇O₁₈P₃S
• 分子量: 1019.94
• InChiKey: NQMPLXPCRJOSHL-BBECNAHFSA-N

物化性质

• 熔点：
  >165°C (dec.)
• 溶解度：
  可溶于甲醇（轻微加热）、水（轻微）

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  66
• 可旋转键数：
  34
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  406
• 氢给体数：
  9
• 氢受体数：
  23

反应信息

• 作为产物：
  描述：

  ethyl 3-oxohexadecanoate 在 N-甲基吗啉 、 盐酸 、 四丁基氯化铵 、 水 、 对甲苯磺酸 、 lithium hydroxide 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 20.0h， 生成 S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-氨基嘌呤-9-基)-4-羟基-3-膦酰氧基四氢呋喃-2-基]甲氧基-羟基磷酰]氧基-羟基磷酰]氧基-2-羟基-3,3-二甲基丁酰基]氨基]丙酰氨基]乙基]3-氧代硫代十六烷酸酯
  参考文献：
  名称：

  β-酮酯的一锅法合成和 3-酮棕榈酰辅酶 A 的制备

  摘要：

  β-酮酯是使用简单的“一锅、一步”方法由酰氯和乙酰乙酸乙酯钠在乙醇中合成的。将 α-乙酰基 β-酮酯脱乙酰化为 β-酮酯只需将反应混合物回流加热 12 小时，无需添加其他试剂（例如，NH 4 Cl、NH 3、MeOH 或 NaOH） ）。使用这种方法制备的 β-酮酯之一是 3-氧代十六酸乙酯，它是合成 3-酮基棕榈酰辅酶 A（3-氧代十六酰辅酶 A）的关键中间体，3-酮基棕榈酰辅酶 A 是生物学上重要的酶 17β-羟基类固醇脱氢酶类型的潜在底物12.

  DOI：

  10.1055/s-0031-1291149

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。
• 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：EP2408927A1

  公开（公告）日：2012-01-25
• MICROORGANISM PRODUCTION OF HIGH-VALVE CHEMICAL PRODUCTS, AND RELATED COMPOSITIONS, METHODS AND SYSTEMS
  申请人：OPX Biotechnologies Inc.

  公开号：EP2529023A1

  公开（公告）日：2012-12-05
• Metabolomics-Based Identification of Disease-Causing Agents
  申请人：Skolnick Jeffrey

  公开号：US20110246081A1

  公开（公告）日：2011-10-06

  A method, computer-readable medium, and system for identifying one or more metabolites associated with a disease, comprising: comparing gene expression data from diseased cells to gene expression data from control cells in order to deduce genes that are differentially-regulated in the diseased cells relative to the control cells; based on enzyme function and pathway data for all human metabolites that utilize the genes that are differentially-regulated in the disease cells, identifying one or more metabolites whose intracellular levels are higher or lower in diseased cells than in control cells, and thereby associating the one or more metabolites with the disease.
• MICROORGANISM PRODUCTION OF HIGH-VALUE CHEMICAL PRODUCTS, AND RELATED COMPOSITIONS, METHODS AND SYSTEMS
  申请人：Lynch Michael D.

  公开号：US20130122541A1

  公开（公告）日：2013-05-16

  This invention relates to metabolically engineered microorganism strains, such as bacterial strains, in which there is an increased utilization of malonyl-CoA for production of a chemical product, which includes polyketides and 3-hydroxypropionic acid.