Polyuridylic acid potassium salt - ≥98% , CAS No.27416-86-0

CAS: 27416-86-0 Cat. No.: P350073

GRADE & PURITY ≥98%

Synonyms

{[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid | AKOS016009839 | Uridine 5'-phosphorate | 2,4(1H,3H)-pyrimidinedione, 1-(5-O-phosphono-beta-D-ribofuranosyl)- | W-105350 | W-203212 | bmse0002

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Polyuridylic acid potassium salt is a single-stranded RNA model compound often in comparison with other ssRNA model oligonucleotides such as Poly(I) and Poly(C) to study processes that are dependent upon ssRNA regulation such as Toll-like receptor regulation. Poly(U) is used as an effective agonist for TLR7.

Specifications

Synonyms

{[(2R, 3S, 4R, 5R)-5-(2, 4-dioxo-1, 2, 3, 4-tetrahydropyrimidin-1-yl)-3, 4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid | AKOS016009839 | Uridine 5'-phosphorate | 2, 4(1H, 3H)-pyrimidinedione, 1-(5-O-phosphono-beta-D-ribofuranosyl)- | W-105350 | W-203212 | bmse0002

Specifications & Purity

≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)O)O)O
• IUPAC Name: [(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• InChIKey: DJJCXFVJDGTHFX-XVFCMESISA-N
• INCHI: 1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
• Isomeric SMILES: C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O
• WGK Germany: 3
• Reaxy-Rn: 17058321
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=17058321&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Pyrimidine nucleotides
      • Subclass Pyrimidine ribonucleotides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Pyrimidine nucleotides
• Subclass: Pyrimidine ribonucleotides
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidine ribonucleoside monophosphates
• Alternative Parents: Pentose phosphates Glycosylamines Monosaccharide phosphates Pyrimidones Monoalkyl phosphates Hydropyrimidines Vinylogous amides Tetrahydrofurans Heteroaromatic compounds Ureas Secondary alcohols 1,2-diols Lactams Oxacyclic compounds Azacyclic compounds Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine ribonucleoside monophosphate - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - Monosaccharide phosphate - Pentose monosaccharide - Pyrimidone - Monoalkyl phosphate - Hydropyrimidine - Monosaccharide - Organic phosphoric acid derivative - Phosphoric acid ester - Pyrimidine - Alkyl phosphate - Vinylogous amide - Heteroaromatic compound - Tetrahydrofuran - 1,2-diol - Urea - Secondary alcohol - Lactam - Azacycle - Oxacycle - Organoheterocyclic compound - Organic oxygen compound - Alcohol - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Organic oxide - Hydrocarbon derivative - Organic nitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidine ribonucleoside monophosphates. These are pyrimidine ribobucleotides with monophosphate group linked to the ribose moiety.
• External Descriptors: Ribonucleotides

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

P2RY6 Tchem Pyrimidinergic receptor P2Y6 (717 Activities)

Discover Target: P2RY6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UMPS Tclin Uridine 5'-monophosphate synthase (20 Activities)

Discover Target: UMPS

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CMPK1 Tchem UMP-CMP kinase (152 Activities)

Discover Target: CMPK1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

Discover Target: RGS4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CRBN Tclin Protein cereblon (139 Activities)

Discover Target: CRBN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

ompdc Orotidine phosphate decarboxylase (9 Activities)

Discover Target: ompdc

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

pyrF Orotidine 5'-phosphate decarboxylase (39 Activities)

Discover Target: pyrF

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (20 mg/ml), and 0.1 N KPO4 buffer, pH 7.0 (10 mg/ml).
• Molecular Weight: 324.180 g/mol
• XLogP3: -3.600
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 324.036 Da
• Monoisotopic Mass: 324.036 Da
• Topological Polar Surface Area: 166.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 517.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Lai Liang, Zhang Mengyun, Liu Chusheng, Qu Jiahuan, Xu Dongsheng, Jiang Zhengjin.  (2023)  A comprehensive evaluation of a polymeric zwitterionic hydrophilic monolith for nucleotide separation.  ANALYTICAL SCIENCES,      [PMID:37843729] [10.1007/s44211-023-00430-5]

2. Xu Shichao, Wu Haifeng, Liu Siyuan, Du Peidong, Wang Hui, Yang Haijun, Xu Wenjie, Chen Shuangming, Song Li, Li Jikun, Shi Xinghua, Wang Zhen-Gang.  (2023)  A supramolecular metalloenzyme possessing robust oxidase-mimetic catalytic function.  Nature Communications,  14  (1): (1-14).  [PMID:37419896] [10.1038/s41467-023-39779-6]

3. Peidong Du, Yanzhe Shen, Baoli Zhang, Shan Li, Minzheng Gao, Ting Wang, Xiaokang Ding, Bingran Yu, Zhen-Gang Wang, Fu-Jian Xu.  (2023)  A H2O2-Supplied Supramolecular Material for Post-irradiated Infected Wound Treatment.  Advanced Science,  10  (9): (2206851).  [PMID:36709479] [10.1002/advs.202206851]

4. Yuqin Wang, Pingping Fan, Shanyu Zhang, Liying Wang, Xinyue Li, Wendong Jia, Yao Liu, Kefan Wang, Xiaoyu Du, Panke Zhang, Shuo Huang.  (2022)  Discrimination of Ribonucleoside Mono-, Di-, and Triphosphates Using an Engineered Nanopore.  ACS Nano,      [PMID:36475606] [10.1021/acsnano.2c09662]

5. Guimei Wang, Xiaoxue Jiang, Nanyan Fu.  (2019)  Near-infrared squaraine fluorescent probe for imaging adenosine 5′-triphosphate in live cells.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2019.107698]

6. Qiqin Wang, Huihui Wu, Kun Peng, Hanying Jin, Huikai Shao, Yuqiang Wang, Jacques Crommen, Zhengjin Jiang.  (2017)  Hydrophilic polymeric monoliths containing choline phosphate for separation science applications.  ANALYTICA CHIMICA ACTA,      [PMID:29254571] [10.1016/j.aca.2017.11.032]

7. Chen Zhao, Yan Yang, Linfang Wei, Qinghua Guo, Hao Fang, Shaolin Chen, Qiang Hua.  (2017)  Simultaneous determination of intracellular nucleotides and coenzymes in Yarrowia lipolytica producing lipid and lycopene by capillary zone electrophoresis.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:28760603] [10.1016/j.chroma.2017.07.074]

8. Chusheng Liu, Haibin Li, Qiqin Wang, Jacques Crommen, Haibo Zhou, Zhengjin Jiang.  (2017)  Preparation and evaluation of 400 μm I.D. polymer-based hydrophilic interaction chromatography monolithic columns with high column efficiency.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:28629939] [10.1016/j.chroma.2017.06.034]

9. Yiming Liu, Mingrui Zhang, Jingjing Zhao, Yongshuo Ren, Shubin Li, Weichen Wang, Wei Mu, Xiaojun Han.  (2025)  Construction of a De Novo Nucleotide Biosynthesis Pathway in Artificial Cells for RNA Transcription.  Journal of the American Chemical Society,      [PMID:40708544] [10.1021/jacs.5c09375]