[5-(2,4-二氧代-1H-嘧啶-5-基)-3,4-二羟基四氢呋喃-2-基]磷酸二氢甲酯 | 1157-60-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: [5-(2,4-二氧代-1H-嘧啶-5-基)-3,4-二羟基四氢呋喃-2-基]磷酸二氢甲酯
• 中文别名: [5-(2,4-二氧-1H-嘧啶)-3,4-二羟基-草脲胺-2]甲氧基膦酸
• 英文名称: pseudouridine 5'-monophosphate
• 英文别名: [(2R,3S,4R,5S)-5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• CAS: 1157-60-4
• 化学式: C₉H₁₃N₂O₉P
• 分子量: 324.184
• InChiKey: MOBMOJGXNHLLIR-GBNDHIKLSA-N

物化性质

• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -4.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  175
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  D-ribose 5-phosphate 、 尿嘧啶 在 Escherichia coli ΨMP glycosidase 、 manganese(ll) chloride 作用下， 以 aq. buffer 为溶剂， 反应 1.0h， 生成 [5-(2,4-二氧代-1H-嘧啶-5-基)-3,4-二羟基四氢呋喃-2-基]磷酸二氢甲酯
  参考文献：
  名称：

  Pseudouridine Monophosphate Glycosidase: A New Glycosidase Mechanism

  摘要：

  Pseudouridine (Psi), the most abundant modification in,RNA, is synthesized in situ using Psi synthase. Recently, a pathway for the degradation of P was described [Preumont, A., Snoussi, K., Stroobant; V., Collet, J. F., and Van Schaftingen, E. (2008) J. Biol. Chem. 283, 25238-25246]. In this pathway, Psi is first converted to Psi 5'-monophosphate (Psi MP) by Psi kinase and then Psi MP is degraded by Psi MP glycosidase to uracil and ribose 5-phosphate. Psi MP glycosidase is the first example of a mechanistically characterized enzyme. that cleaves a C-C glycosidic.bond. Here we report X-ray crystal structures of Escherichia colt Psi MP glycosidase and a complex of the K166A mutant with Psi MP. We also report the structures of a ring-opened ribose 5-phosphate adduct and a ring-opened ribose. Psi MP adduct. These structures provide four snapshots along the reaction coordinate. The structural studies suggested that the reaction utilizes a Lys166 adduct during catalysis.,Biochemical and mass spectrometry data further confirmed the existence of a lysine adduct. We used site directed mutagenesis combined with kinetic analysis to identify roles for specific active site residues. Together, these data suggest that Psi MP glycosidase catalyzes the cleavage of the C-C glycosidic bond through a novel ribose ring-opening mechanism.

  DOI：

  10.1021/bi3006829

文献信息

• MODIFIED NUCLEOSIDE, NUCLEOTIDE, AND NUCLEIC ACID COMPOSITIONS
  申请人：MODERNA THERAPEUTICS

  公开号：US20130156849A1

  公开（公告）日：2013-06-20

  The present disclosure provides, inter alia, formulation compositions comprising modified nucleic acid molecules which may encode a protein, a protein precursor, or a partially or fully processed form of the protein or a protein precursor. The formulation composition may further include a modified nucleic acid molecule and a delivery agent. The present invention further provides nucleic acids useful for encoding polypeptides capable of modulating a cell's function and/or activity.

  本公开提供了包含修改的核酸分子的配方组合，这些核酸分子可能编码蛋白质、蛋白质前体或蛋白质或蛋白质前体的部分或完全加工形式的配方组合。该配方组合还可以包括一个修改的核酸分子和一个传递剂。本发明还提供了用于编码能够调节细胞功能和/或活性的多肽的核酸。
• ALTERNATIVE NUCLEIC ACID MOLECULES AND USES THEREOF
  申请人：Moderna Therapeutics, Inc.

  公开号：US20150167017A1

  公开（公告）日：2015-06-18

  The present disclosure provides alternative nucleosides, nucleotides, and nucleic acids, and methods of using them.

  本公开提供了替代核苷、核苷酸和核酸以及它们的使用方法。
• MODIFIED NUCLEIC ACID MOLECULES AND USES THEREOF
  申请人：MODERNA THERAPEUTICS, INC.

  公开号：US20150307542A1

  公开（公告）日：2015-10-29

  The present disclosure provides modified nucleosides, nucleotides, and nucleic acids, and methods of using them.

  本公开提供了修改的核苷酸，核苷酸和核酸，以及使用它们的方法。
• 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。
• Compositions and methods for modeling saccharomyces cerevisiae metabolism
  申请人：The Regents of The University of California

  公开号：EP2463654A1

  公开（公告）日：2012-06-13

  The invention provides an in silica model for determining a S. cerevisiae physiological function. The model includes a data structure relating a plurality of S. cerevisiae reactants to a plurality of S. cerevisiae reactions, a constraint set for the plurality of S. cerevisiae reactions, and commands for determining a distribution of flux through the reactions that is predictive of a S. cerevisiae physiological function. A model of the invention can further include a gene database containing information characterizing the associated gene or genes. The invention further provides methods for making an in silica S. cerevisiae model and methods for determining a S. cerevisiae physiological function using a model of the invention. The invention provides an in silica model for determining a S. cerevisiae physiological function. The model includes a data structure relating a plurality of S. cerevisiae reactants to a plurality of S. cerevisiae reactions, a constraint set for the plurality of S. cerevisiae reactions, and commands for determining a distribution of flux through the reactions that is predictive of a S. cerevisiae physiological function. A model of the invention can further include a gene database containing information characterizing the associated gene or genes. The invention further provides methods for making an in silica S. cerevisiae model and methods for determining a S. cerevisiae physiological function using a model of the invention.

  本发明提供了一种用于确定酿酒葡萄孢菌生理功能的硅胶模型。该模型包括一个将多个酿酒葡萄孢反应物与多个酿酒葡萄孢反应相关联的数据结构、多个酿酒葡萄孢反应的约束集，以及用于确定通过反应的通量分布的指令，该通量分布可预测酿酒葡萄孢的生理功能。本发明的模型可进一步包括一个基因数据库，其中包含表征相关基因的信息。本发明进一步提供了硅胶中酿酒葡萄孢模型的制作方法和使用本发明模型确定酿酒葡萄孢生理功能的方法。本发明提供了一种用于确定酿酒葡萄孢菌生理功能的硅胶模型。该模型包括将多个酿酒葡萄孢反应物与多个酿酒葡萄孢反应相关联的数据结构、多个酿酒葡萄孢反应的约束集，以及用于确定通过反应的通量分布的指令，该通量分布可预测酿酒葡萄孢的生理功能。本发明的模型可进一步包括一个基因数据库，其中包含表征相关基因的信息。本发明进一步提供了制作硅胶葡萄孢菌模型的方法和使用本发明模型确定葡萄孢菌生理功能的方法。