pG^3'pG | 33008-99-0

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - （3'->5'）-二核苷酸和类似物
• 英文名称: pG^3'pG
• 英文别名: pG^3'p^5'G；pGpG；5'-pGG-3'；Guanylyl(3'->5')guanin；5'-phosphoguanylyl-(3'->5')-guanosine；guanylyl-(5'->3')-[5']guanylic acid；5'-O-phosphonoguanylyl-(3'->5')-guanosine；[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] hydrogen phosphate
• CAS: 33008-99-0
• 化学式: C₂₀H₂₆N₁₀O₁₅P₂
• 分子量: 708.432
• InChiKey: ZEHOHLFQOXAZHX-MHARETSRSA-N

物化性质

• 密度：
  2.60±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -7.8
• 重原子数：
  47
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  372
• 氢给体数：
  10
• 氢受体数：
  19

制备方法与用途

5'-磷酸鸟苷基-(3',5')-鸟苷（PGPGPG）是在酶促环二胍酯(c-di-GMP)降解过程中产生的中间产物。这种物质可用于检测核酸的代谢过程。

反应信息

• 作为反应物：
  描述：

  guanosine 5’-diphosphate P-imidazolide disodium salt 、 N,N-dimethylhexylamine bicarbonate 、 pG^3'pG 在 zinc(II) chloride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 16.0h， 以0.112 g的产率得到
  参考文献：
  名称：

  TRINUCLEOTIDE MRNA CAP ANALOGS

  摘要：

  本公开涉及盖帽类似物，可以导致高水平的盖帽效率和转录以及改善翻译效率。本公开还涉及用于制备盖帽类似物和使用含有这种类似物的mRNA物种的有用方法，以及包含新型盖帽类似物的试剂盒。

  公开号：

  US20190211368A1
• 作为产物：
  描述：

  二(3',5')-环二鸟苷酸 在 recombinant His₆-tagged Bacillus subtilis YybT₈₄-659 protein 、 potassium chloride 、 水 、 三羟甲基氨基甲烷 作用下， 生成 pG^3'pG
  参考文献：
  名称：

  YybT Is a Signaling Protein That Contains a Cyclic Dinucleotide Phosphodiesterase Domain and a GGDEF Domain with ATPase Activity

  摘要：

  The cyclic dinucleotide c-di-GMP synthesized by the diadenylate cyclase domain was recently discovered as a messenger molecule for signaling DNA breaks in Bacillus subtilis. By searching bacterial genomes, we identified a family of DHH/DHHA1 domain proteins (COG3387) that co-occur with a subset of the diadenylate cyclase domain proteins. Here we report that the B. subtilis protein YybT, a member of the COG3387 family proteins, exhibits phosphodiesterase activity toward cyclic dinucleotides. The DHH/DHHA1 domain hydrolyzes c-di-AMP and c-di-GMP to generate the linear dinucleotides 5'-pApA and 5'-pGpG. The data suggest that c-di-AMP could be the physiological substrate for YybT given the physiologically relevant Michaelis-Menten constant (K-m) and the presence of YybT family proteins in the bacteria lacking c-di-GMP signaling network. The bacterial regulator ppGpp was found to be a strong competitive inhibitor of the DHH/DHHA1 domain, suggesting that YybT is under tight control during stringent response. In addition, the atypical GGDEF domain of YybT exhibits unexpected ATPase activity, distinct from the common diguanylate cyclase activity for GGDEF domains. We further demonstrate the participation of YybT in DNA damage and acid resistance by characterizing the phenotypes of the Delta yybT mutant. The novel enzymatic activity and stress resistance together point toward a role for YybT in stress signaling and response.

  DOI：

  10.1074/jbc.m109.040238

文献信息

• Sequence- and Regioselectivity in the Montmorillonite-Catalyzed Synthesis of RNA
  作者：Shin Miyakawa、James P. Ferris

  DOI：10.1021/ja034328e

  日期：2003.7.1

  nucleotides (pN) with activated monomers (ImpN), the sequence- and regioselectivity was Pu(3')Py > Pu(3')Pu = Pu(2')Py > Pu(2')Pu. The 5'-pyrimidine initiated dimers formed less efficiently than the 5'-purine initiated dimers. Trimer formation was investigated by the synthesis of 8 dimers (pNpN) and measuring the yields of trimers formed in the reaction of each dimer with a mixture of equal molar amounts

  通过检查蒙脱石催化的 RNA 二聚体和三聚体形成中的序列和区域选择性，研究了催化在从活化单体形成有限数量的 RNA 中的可能作用。A 的反应性与 G 的相似，C 的反应性与 U 相当。但嘌呤核苷酸的反应性与嘧啶的反应性不同。在核苷酸 (pN) 与活化单体 (ImpN) 的反应中，序列和区域选择性为 Pu(3')Py > Pu(3')Pu = Pu(2')Py > Pu(2')Pu。5'-嘧啶引发的二聚体形成的效率低于 5'-嘌呤引发的二聚体。通过合成 8 个二聚体 (pNpN) 并测量每个二聚体与等摩尔量的四种活化单体的混合物的反应中形成的三聚体的产率来研究三聚体的形成。二聚体的反应性取决于连接到 RNA 3'-末端的核苷酸和磷酸二酯键的区域化学。提出了基于这些研究的规则来预测在蒙脱石催化反应中形成的 RNA 的序列和区域选择性。这些规则与等摩尔量的 ImpA 和 ImpC 反应形成的 2-5
• Unique Catalysis and Regioselectivity Observed in the Poly(C)-Directed RNA Dimer Formation from 2-MeImpG:  Kinetic Analysis as a Function of Monomer and Polymer Concentration
  作者：Anastassia Kanavarioti、Eldon E. Baird、T. Brian Hurley、Julie A. Carruthers、Sumana Gangopadhyay

  DOI：10.1021/jo991216q

  日期：1999.10.1

  of dimerization, d[D]/dt in M h(-1), was determined using two independent methods. The first method is based on the approximation that at the onset of the reaction the substrate is consumed only via hydrolysis and dimerization, and thus elongation can be neglected. The second, more accurate, method exploits the assertion that every oligomer was once a 3'-5'-linked dimer. Hence the concentration of

  聚胞苷，聚（C），用作支架或模板，以指导和催化由鸟苷5'-磷酸2-甲基咪唑啉化物2-MeImpG合成长寡聚鸟苷酸酯。在不存在聚（C）的情况下，缓慢形成少量的三个异构体二聚体，即2'-5'-，3'-5'-和焦磷酸盐连接的。在存在主要以3'-5'键连接的聚（C）低聚物的情况下，可以快速且高产率地形成。产物分析表明，该低聚物是3'-5'连接的二聚体（简称D）的延伸产物。假定D是由两个2-MeImpG分子缓慢形成的（方案1），并且延伸较快，则二聚化的初始速率，使用两种独立的方法确定M h（-1）中的d [D] / dt。第一种方法基于以下近似值：在反应开始时，仅通过水解和二聚作用消耗底物，因此可以忽略延伸率。第二种更准确的方法是利用以下主张：每个低聚物都曾经是3'-5'连接的二聚体。因此，D的浓度是从低聚物产物的浓度间接获得的。这两种方法给出了可比的结果。在1.0 M NaCl，0.2 M MgCl（2）的存在下于pH
• VACCINE COMPOSITION
  申请人：CureVac AG

  公开号：EP3310384A1

  公开（公告）日：2018-04-25
• [EN] VACCINE COMPOSITION<br/>[FR] COMPOSITION DE VACCIN
  申请人：CUREVAC AG

  公开号：WO2016203025A1

  公开（公告）日：2016-12-22

  A composition or combination comprising at least a first immunogenic component and at least a second adjuvant component, wherein the first immunogenic component comprises at least one nucleic acid molecule encoding at least one epitope of at least one antigen, and wherein the second adjuvant component comprises at least one immune potentiator compound and/or at least one delivery system compound.
• YybT Is a Signaling Protein That Contains a Cyclic Dinucleotide Phosphodiesterase Domain and a GGDEF Domain with ATPase Activity
  作者：Feng Rao、Rui Yin See、Dongwei Zhang、Delon Chengxu Toh、Qiang Ji、Zhao-Xun Liang

  DOI：10.1074/jbc.m109.040238

  日期：2010.1

  The cyclic dinucleotide c-di-GMP synthesized by the diadenylate cyclase domain was recently discovered as a messenger molecule for signaling DNA breaks in Bacillus subtilis. By searching bacterial genomes, we identified a family of DHH/DHHA1 domain proteins (COG3387) that co-occur with a subset of the diadenylate cyclase domain proteins. Here we report that the B. subtilis protein YybT, a member of the COG3387 family proteins, exhibits phosphodiesterase activity toward cyclic dinucleotides. The DHH/DHHA1 domain hydrolyzes c-di-AMP and c-di-GMP to generate the linear dinucleotides 5'-pApA and 5'-pGpG. The data suggest that c-di-AMP could be the physiological substrate for YybT given the physiologically relevant Michaelis-Menten constant (K-m) and the presence of YybT family proteins in the bacteria lacking c-di-GMP signaling network. The bacterial regulator ppGpp was found to be a strong competitive inhibitor of the DHH/DHHA1 domain, suggesting that YybT is under tight control during stringent response. In addition, the atypical GGDEF domain of YybT exhibits unexpected ATPase activity, distinct from the common diguanylate cyclase activity for GGDEF domains. We further demonstrate the participation of YybT in DNA damage and acid resistance by characterizing the phenotypes of the Delta yybT mutant. The novel enzymatic activity and stress resistance together point toward a role for YybT in stress signaling and response.