guanosine triphosphate disodium salt

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: guanosine triphosphate disodium salt
• 化学式: C₁₀H₁₄N₅O₁₄P₃*2Na
• 分子量: 567.147
• InChiKey: XZLBHDBHXGWQOB-GWTDSMLYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -6.6
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  304.76
• 氢给体数：
  6.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  guanosine triphosphate disodium salt 、 双甘肽 在 吡啶 、 三甲基氯硅烷 、 ammonium hydroxide 作用下， 以 水 为溶剂， 反应 36.0h， 以53%的产率得到2-[[2-[[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]amino]acetyl]amino]acetic acid;azane
  参考文献：
  名称：

  甲硅烷基化核苷二磷酸和三磷酸酯与含多官能团的甲硅烷基化胺的反应的一般和化学选择性合成

  摘要：

  通过二磷酸核苷和三磷酸核苷与3'-氨基-3'-脱氧胸苷，d-葡糖胺和由三甲基甲硅烷基氯介导的肽以及相应的缀合物通过一键连接的一锅化学选择反应，已经开发出了多种氨基甲酸酯的方法。获得了磷酸盐。该方法通常可用于合成氨基磷酸酯而无需对含多官能团的多磷酸盐和胺进行任何预保护。

  DOI：

  10.1021/jo0521403

文献信息

• Covalent Chemical 5′-Functionalization of RNA with Diazo Reagents
  作者：Christian M. Gampe、Micah Hollis-Symynkywicz、Frédéric Zécri

  DOI：10.1002/anie.201604385

  日期：2016.8.22

  Functionalization of RNA at the 5′‐terminus is important for analytical and therapeutic purposes. Currently, these RNAs are synthesized de novo starting with a chemically functionalized 5′‐nucleotide, which is incorporated into RNA using chemical synthesis or biochemical techniques. Methods for direct chemical modification of native RNA would provide an attractive alternative but are currently underexplored

  RNA在5'端的功能化对于分析和治疗目的非常重要。目前，这些RNA从化学功能化的5'核苷酸开始重新合成，然后使用化学合成或生化技术将其掺入RNA。对天然RNA进行直接化学修饰的方法将提供有吸引力的替代方法，但目前尚未得到充分开发。在本文中，我们报道重氮化合物可用于选择性地使核糖（寡聚）核苷酸的5'-磷酸烷基化，从而产生通过天然磷酸酯键标记的RNA。我们应用此方法来功能化与生物素和真核生物起始因子4E（eIF4E），参与mRNA识别的酶的正构抑制剂的寡核苷酸。修饰的RNA与eIF4E结合，证明了这种标记技术可调节RNA的生物学活性。此方法是对现有技术的补充，可用于在RNA的5'端化学引入广泛的功能性手柄。
• A GTP Affinity Probe for Proteomics Highlights Flexibility in Purine Nucleotide Selectivity
  作者：Elizabeth A. George Cisar、Nhan Nguyen、Hugh Rosen

  DOI：10.1021/ja400839e

  日期：2013.3.27

  GTP affinity probes are important tools for the study of GTP-binding proteins, and proteomic profiling is a powerful methodology well suited for the study of such a diverse class of proteins. Here, we synthesize and characterize a photoreactive GTP affinity probe that covalently photocross-links to protein targets and has an alkyne handle for click chemistry conjugation to reporter tags. The GTP-BP-yne probe facilitated identification of a variety of GTP-binding proteins by mass spectrometry, such as small GTPases and members of the GTP1/OBG family. Several ATP-binding proteins were also identified, highlighting variability in purine nucleotide selectivity of some proteins, and the probe was used to elucidate targets' relative nucleotide selectivities. The GTP-BP-yne probe will be a useful tool for the study of GTP-binding proteins, especially when targets of interest are not known a priori.
• CN116375780
  申请人：——

  公开号：——

  公开（公告）日：——
• A General and Chemoselective Synthesis of Phosphoramidates through Reaction of Silylated Nucleoside Di- and Triphosphates with Silylated Amines Containing Multifunctional Groups
  作者：Jigang Zhu、Hua Fu、Yuyang Jiang、Yufen Zhao

  DOI：10.1021/jo0521403

  日期：2006.2.1

  phosphoramidates has been developed through one-pot chemoselective reaction of nucleoside di- and triphosphates with 3‘-amino-3‘-deoxythymidine, d-glucosamine, and peptides mediated by trimethylsilyl chloride, and the corresponding conjugates via the linkage of phosphate were obtained. The method could be generally applied for the synthesis of phosphoramidates without any preprotection of polyphosphates and amines

  通过二磷酸核苷和三磷酸核苷与3'-氨基-3'-脱氧胸苷，d-葡糖胺和由三甲基甲硅烷基氯介导的肽以及相应的缀合物通过一键连接的一锅化学选择反应，已经开发出了多种氨基甲酸酯的方法。获得了磷酸盐。该方法通常可用于合成氨基磷酸酯而无需对含多官能团的多磷酸盐和胺进行任何预保护。