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)- 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
- Signal Word:warning
- Hazard Statement: H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- Warning Statement: P264+P280+P305+P351+P338+P337+P313
- Safety Instruction: H303+H313+H333
- Storage Condition:Store at recommended temperature
5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)- Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Chemenu | CM360912-100mg |
PSI 7411 |
1015073-43-4 | 95%+ | 100mg |
$1835 | 2023-02-19 | |
| Ambeed | A1144794-100mg |
((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 |
1015073-43-4 | 97% | 100mg |
$1205.0 | 2024-04-26 | |
| A2B Chem LLC | AE29372-10mg |
PSI 7411 |
1015073-43-4 | > 95% | 10mg |
$699.00 | 2024-04-20 | |
| A2B Chem LLC | AE29372-50mg |
PSI 7411 |
1015073-43-4 | > 95% | 50mg |
$1299.00 | 2024-04-20 | |
| Aaron | AR00985K-100mg |
PSI 7411 |
1015073-43-4 | 97% | 100mg |
$4225.00 | 2025-02-11 |
5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)- Suppliers
5'-Uridylic acid, 2'-deoxy-2'-fluoro-2'-methyl-, (2'R)- Related Literature
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Chao-Han Cheng,Wen-Zhen Wang,Shie-Ming Peng,I-Chia Chen Phys. Chem. Chem. Phys., 2017,19, 25471-25477
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Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-Morales CrystEngComm, 2013,15, 2206-2212
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Zhiyan Chen,Nan Wu,Yaobing Wang,Bing Wang,Yingde Wang J. Mater. Chem. A, 2018,6, 516-526
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Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
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.
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