guanosine 5'-monothiophosphate | 76310-16-2

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: guanosine 5'-monothiophosphate
• 英文别名: guanosine 5'-phosphorothioate；5'-guanosine-5'-monophosphorothioate；GMPS；[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-sulfanylphosphinic acid
• CAS: 76310-16-2
• 化学式: C₁₀H₁₄N₅O₇PS
• 分子量: 379.29
• InChiKey: DIDGPCDGNMIUNX-UUOKFMHZSA-N

物化性质

• 密度：
  2.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  217
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  7-Amino-N-(2-ethylaminocarbonyliodomethyl)-4-methylcoumarin 、 guanosine 5'-monothiophosphate 生成 S-<-2-<-(-4-methyl-2-oxo-2-H-chromen-7-yl)-amino>-ethylaminocarbonylmethyl>-guanosine-5'-phosphorothioate
  参考文献：
  名称：

  A DFDL UV picosecond fluorescence spectrometer: Application to aqueous solutions of peptides and nucleotide dye conjugates

  摘要：

  AbstractUsing a new type of fluorescence lifetime spectrometer, the time resolution of single shot fluorescence detection is improved by two orders of magnitude. The spectrometer is based on a streak camera and an excimer laser pumped distributed feedback dye laser (DFDL) providing UV pulses of 50 μJ and 15 ps FWHM, corresponding to a peak power of ∼ 5 · 106 W in the ultraviolet. —This spectrometer is used to investigate the fluorescence decay of peptides containing a tyrosine as the single fluorophore. Peptides with tyrosine at the N‐terminus reveal a biexponential decay, while peptides with C‐terminal tyrosine are mainly monoexponential. This difference can be explained by the relative orientation of the fluorescing phenol ring and the quenching peptide bond. —The fluorescence decay of a number of peptides with tyrosine in a non terminal position can be described by two lifetimes, 2.3 · 0.1 ns and 380 ± 70 ps, where the percentage of the long lifetime increases to up to 100% when the rotational flexibility of the peptide chain decreases, either due to increasing weight of the chain or due to formation of an H‐bridge. —Similar processes seem to be relevant for the fluorescence of the dye coumarin 120 coupled to nucleotides. The fluorescence lifetime of such molecules is significantly different, so that the four DNA nucleotides can be identified on the basis of the fluorescence decay of the attached dye.

  DOI：

  10.1002/bbpc.19890930324
• 作为产物：
  描述：

  鸟苷 在 三氯硫磷 、 磷酸三乙酯 作用下， 生成 guanosine 5'-monothiophosphate
  参考文献：
  名称：

  Wang Jin Feng; Cech, Journal of the American Chemical Society, 1994, vol. 116, # 10, p. 4178 - 4182

  摘要：

  DOI：

文献信息

• Towards mRNA with superior translational activity: synthesis and properties of ARCA tetraphosphates with single phosphorothioate modifications
  作者：Malwina Strenkowska、Joanna Kowalska、Maciej Lukaszewicz、Joanna Zuberek、Wei Su、Robert E. Rhoads、Edward Darzynkiewicz、Jacek Jemielity

  DOI：10.1039/b9nj00644c

  日期：——

  We describe the chemical synthesis and preliminary biophysical and biochemical characterization of a series of mRNA 5' end (cap) analogs designed as reagents for obtaining mRNA molecules with augmented translation efficiency and stability in vivo and as useful tools to study mRNA metabolism. The analogs share three structural features: (i) 5',5'- bridge elongated to tetraphosphate to increase their

  我们描述了一系列的mRNA 5'端（帽）类似物的化学合成以及初步的生物物理和生物化学表征，这些类似物被设计为用于获得在体内具有增强的翻译效率和稳定性的mRNA分子的试剂，以及作为研究mRNA代谢的有用工具。这些类似物具有三个结构特征：（i）5'，5'-桥延长至四磷酸，以增加其对翻译起始因子eIF4E的亲和力（ii）在硫代磷酸酯的α，β，γ或δ位进行单硫代磷酸酯修饰四磷酸酯，以降低其对酶促降解的敏感性和/或调节其与特定蛋白质的相互作用，以及（iii）7-甲基鸟苷核糖中的2'-O-甲基，这是抗逆向帽类似物（ARCA）的特征，它们在体外转录过程中仅以正确的方向整合到mRNA中。带有修饰的四磷酸桥的二核苷酸是通过ZnCl（2）介导的两个单核苷酸亚基之间的偶合而合成的，其分离产率为30-65％。初步的生化结果显示，与无m（7）GpppG的mRNA相比，在无细胞系统中，以新的类似物加帽的mRNA的翻译效率高2
• Systematic evolution of ligands by exponential enrichment: Chemi-ESLEX
  申请人：——

  公开号：US20030186231A1

  公开（公告）日：2003-10-02

  This application provides methods for identifying nucleic acid ligands capable of covalently interacting with targets of interest. The nucleic acids can be associated with various functional units. The method also allows for the identification of nucleic acids that have facilitating activities as measured by their ability to facilitate formation of a covalent bond between the nucleic acid, including its associated functional unit, and its target.

  该应用程序提供了识别能够与目标物共价相互作用的核酸配体的方法。这些核酸可以与各种功能单元相关联。该方法还允许识别具有促进活性的核酸，其能力通过促进核酸（包括其相关功能单元）与其目标之间的共价键的形成来衡量。
• Methods and reagents for introducing a sulfhydryl group into the 5'-terminus of RNA
  申请人：——

  公开号：US20030165849A1

  公开（公告）日：2003-09-04

  Methods for synthesizing RNA molecules whose 5′-terminus comprises a thiol group are disclosed. The present invention discloses the formation of 5′-HS-PEG-GMP-RNA and 5′-GMPS-RNA which upon alkaline phosphatase treatment, independently lead to a 5′-HS-RNA molecule.

  本发明公开了合成5'-硫基基团的RNA分子的方法。本发明公开了形成5'-HS-PEG-GMP-RNA和5'-GMPS-RNA的方法，经过碱性磷酸酶处理后，可独立地导致5'-HS-RNA分子的形成。
• Methods for modulating taste receptors
  申请人：MARS, INCORPORATED

  公开号：US11185100B2

  公开（公告）日：2021-11-30

  Amino acids present in domains of an umami taste receptor are described herein, wherein the amino acids interact with at least one nucleotide derivative and/or at least one transmembrane compound that potentiates, modulates, increases, and/or enhances the activity of the umami receptor. Such compounds can be used in flavor compositions to enhance the umami taste and/or palatability of food products.

  本文描述了存在于鲜味受体结构域中的氨基酸，其中氨基酸与至少一种核苷酸衍生物和/或至少一种跨膜化合物相互作用，从而增强、调节、增加和/或提高鲜味受体的活性。此类化合物可用于调味组合物，以增强食品的鲜味和/或适口性。
• Homogeneous assay methods
  申请人：Caliper Technologies Corp.

  公开号：US20020192719A1

  公开（公告）日：2002-12-19

  The present invention provides a method of assaying an enzyme-mediated coupling reaction between a first and a second reactant. The method comprises contacting the first reactant with the second reactant in the presence of the enzyme. The second reactant comprises a thiol derivative to yield a first product comprising a thiol derivative. The thiol derivative is then detected in the first product.

  本发明提供了一种检测第一反应物和第二反应物之间酶介导的偶联反应的方法。该方法包括在酶存在下将第一反应物与第二反应物接触。第二反应物包含硫醇衍生物，生成包含硫醇衍生物的第一产物。然后在第一产物中检测硫醇衍生物。