Cas no 1015073-43-4 (5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)-)

5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)- is a modified nucleotide analog characterized by its 2'-fluoro-2'-methyl substitution in the ribose ring. This structural modification enhances its stability against enzymatic degradation, making it valuable for applications in nucleic acid research and therapeutic development. The (2'R) configuration ensures precise stereochemical control, which is critical for maintaining binding affinity and specificity in oligonucleotide interactions. Its incorporation into RNA or DNA sequences can improve nuclease resistance while retaining base-pairing properties. This compound is particularly useful in antisense oligonucleotide design, siRNA therapeutics, and as a tool for studying RNA structure-function relationships. Its synthetic versatility allows for further derivatization to meet specific research or pharmaceutical needs.
5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)- structure
1015073-43-4 structure
Product Name:5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)-
CAS No:1015073-43-4
MF:C10H14FN2O8P
MW:340.198927402496
CID:2086510
PubChem ID:23725126
Update Time:2025-06-12

5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)- Chemical and Physical Properties

Names and Identifiers

    • PSI 7411
    • OOL8KAC85O
    • (2'R)-2'-Deoxy-2'-fluoro-2'-methyl-5'-uridylic acid
    • Q27285764
    • 5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)-
    • ((2R,3R,4R,5R)-5-(2,4-Dioxopyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyl-tetrahydrofuran-2-yl)methyl dihydrogen phosphate
    • UNII-OOL8KAC85O
    • CS-0009151
    • psi-7411
    • DTXSID901319154
    • (2'R)-2'-Deoxy-2'-fluoro-2'-methyl-5'-uridylicacid
    • 1015073-43-4
    • GS-606965
    • [(2R,3R,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyloxolan-2-yl]methyl dihydrogen phosphate
    • CHEMBL558913
    • SCHEMBL15998924
    • ((2R,3R,4R,5R)-5-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methyl dihydrogen phosphate
    • E80851
    • Inchi: 1S/C10H14FN2O8P/c1-10(11)7(15)5(4-20-22(17,18)19)21-8(10)13-3-2-6(14)12-9(13)16/h2-3,5,7-8,15H,4H2,1H3,(H,12,14,16)(H2,17,18,19)/t5-,7-,8-,10-/m1/s1
    • InChI Key: JAJZLQMRDFLNSW-VPCXQMTMSA-N
    • SMILES: P(=O)(O)(O)OC[C@@H]1[C@H]([C@](C)([C@H](N2C=CC(NC2=O)=O)O1)F)O

Computed Properties

  • Exact Mass: 340.04718057g/mol
  • Monoisotopic Mass: 340.04718057g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 4
  • Complexity: 565
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 146
  • XLogP3: -2.7

5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)- Security Information

5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)- Pricemore >>

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5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)- Suppliers

Amadis Chemical Company Limited
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Audited Supplier Audited Supplier
(CAS:1015073-43-4)5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)-
Order Number:A937229
Stock Status:in Stock
Quantity:100mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 15:22
Price ($):1084.0

Additional information on 5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)-

Introduction to 5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R) and Its Significance in Modern Chemical Biology

5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R), identified by the CAS number 1015073-43-4, represents a sophisticated derivative of uridine that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its unique structural modifications, including the presence of a fluorine atom and a methyl group at the 2' position of the ribose sugar, exhibits distinct biochemical properties that make it a valuable tool for studying nucleic acid interactions and developing novel therapeutic agents.

The structural configuration of 5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R) is meticulously designed to enhance its stability and reactivity compared to its parent molecule. The fluorine substitution at the 2' position not only imparts resistance to enzymatic degradation but also influences the compound's binding affinity to various biological targets. This modification has been strategically employed in the synthesis of modified nucleotides that mimic natural nucleosides while offering improved pharmacokinetic profiles.

In recent years, the pharmaceutical industry has seen a surge in the development of nucleoside analogs as antiviral and anticancer agents. Among these, 5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R) has emerged as a promising candidate due to its ability to interfere with viral replication and tumor cell proliferation. Its unique structural features enable it to compete with natural nucleotides during DNA and RNA synthesis, thereby disrupting essential biological processes in pathogens and cancer cells.

One of the most compelling aspects of 5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R) is its potential application in antisense therapy. Antisense oligonucleotides (ASOs) are short nucleic acid sequences designed to bind specifically to target mRNA molecules, leading to their degradation or functional inhibition. The incorporation of modified nucleotides like 5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R) into ASOs enhances their stability and bioavailability, making them more effective in therapeutic interventions. Current research indicates that this compound can be used to develop ASOs targeting genes involved in inflammation, neurodegenerative diseases, and genetic disorders.

The fluorine atom in 5'-Uridylic acid, 2'-deoxy-2 '-fluoro-2 '-methyl-, (2'R) also contributes to its suitability for magnetic resonance imaging (MRI) contrast agents. Fluorine-labeled compounds are frequently employed in medical imaging due to their ability to interact with magnetic fields and produce signals detectable by MRI scanners. By integrating 5 '-Uridylic acid, 2 '-deoxy- 2 '-fluoro - 2 '-methyl-, ( 2 'R) into MRI contrast agents, researchers aim to develop more sensitive and specific diagnostic tools for detecting tumors and other pathological conditions.

Furthermore, the stereochemistry at the 2' position, specifically the (R) configuration in 5 '-Uridylic acid, 2 '-deoxy - 2 '-fluoro - 2 '-methyl -, ( 2 'R) , plays a crucial role in determining its biological activity. The precise spatial arrangement of atoms affects how the compound interacts with enzymes and other biomolecules. Studies have shown that stereochemically pure derivatives like this one often exhibit higher potency and selectivity compared to racemic mixtures or non-stereospecific analogs.

Recent advancements in synthetic chemistry have enabled the efficient production of 5 '-Uridylic acid , 2 '-deoxy - 1 ',3 ',5 '-trifluoro - uridylate , another fluorinated uridine derivative with similar properties but enhanced stability. These synthetic methods involve catalytic fluorination techniques that allow for precise functionalization at specific positions on the ribose sugar. Such innovations have not only improved the accessibility of these compounds for research purposes but also opened new avenues for drug discovery.

The impact of fluorinated nucleosides extends beyond their direct therapeutic applications. They serve as critical intermediates in the synthesis of more complex molecules used in chemotherapy and gene therapy. For instance, fluorouracil derivatives are widely used as chemotherapeutic agents due to their ability to inhibit DNA synthesis in rapidly dividing cells. The development of new fluorinated nucleosides like 5 '-Uridylic acid , 1 ',3 ',5 '-trifluorouridylate could lead to more effective treatments with fewer side effects.

In conclusion,5 '-Uridylic acid , 1 ',3 ',5 '-trifluorouridylate represents a significant advancement in nucleoside chemistry with broad implications for medicine and biotechnology. Its unique structural features make it an invaluable tool for studying nucleic acid interactions and developing novel therapeutic agents. As research continues to uncover new applications for these modified nucleosides,5 '-Uridylic acid , l',3',5-trifluorouridylate is poised to play a pivotal role in addressing some of today's most pressing medical challenges.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:1015073-43-4)5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)-
A937229
Purity:99%
Quantity:100mg
Price ($):1084.0
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