784-71-4
Chemical Structure
2'-Deoxy-2'-fluorouridine
- CAS No.: 784-71-4
- Formula:C9H11FN2O5
- Molecular Weight:246.19
IUPAC Name: 1-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
InChIKey: UIYWFOZZIZEEKJ-XVFCMESISA-N
SMILES: O[C@H]1[C@@H](F)[C@H](N2C(NC(C=C2)=O)=O)O[C@@H]1CO
Biological Activity: 2'-Deoxy-2'-fluorouridine is a derivative of the pyrimidine nucleoside uridine. 2'-Deoxy-2'-fluorouridine is a nucleoside analog that inhibits the replication of wild-type viruses by binding to the viral RNA. Hepatitis C polyU/UC RNA strands containing 2'-Deoxy-2'-fluorouridine, bind to RIG-I but do not activate RIG-I signaling in a reporter assay using Huh7 cells. 2'-Deoxy-2'-fluorouridine also has been used as a starting material in the synthesis of respiratory syncytial virus (RSV) polymerase inhibitors. 2'-Deoxy-2'-fluorouridine can incorporate into DNA and RNA in rat and woodchuck model upon administration. 2'-Deoxy-2'-fluorouridine can be studied in anti-viral research[1][2][3][4].
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2'-Deoxy-2'-fluorouridine | 99.91% | 2'-Deoxy-2'-fluorouridine is a derivative of the pyrimidine nucleoside uridine. 2'-Deoxy-2'-fluorouridine is a nucleoside analog that inhibits the replication of wild-type viruses by binding to the viral RNA. Hepatitis C polyU/UC RNA strands containing 2'-Deoxy-2'-fluorouridine, bind to RIG-I but do not activate RIG-I signaling in a reporter assay using Huh7 cells. 2'-Deoxy-2'-fluorouridine also has been used as a starting material in the synthesis of respiratory syncytial virus (RSV) polymerase inhibitors. 2'-Deoxy-2'-fluorouridine can incorporate into DNA and RNA in rat and woodchuck model upon administration. 2'-Deoxy-2'-fluorouridine can be studied in anti-viral research. | ||||||||||||||||||||
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- [1]. J V Tuttle, et al. Purine 2'-deoxy-2'-fluororibosides as antiinfluenza virus agents. J Med Chem [Content Brief]
- [2]. Durbin, A. F., et al., (2016). RNAs Containing Modified Nucleotides Fail To Trigger RIG-I Conformational Changes for Innate Immune Signaling. mBio, 7(5), e00833-16. [Content Brief]
- [3]. Wang, G., et al., (2015). Discovery of 4'-chloromethyl-2'-deoxy-3',5'-di-O-isobutyryl-2'-fluorocytidine (ALS-8176), a first-in-class RSV polymerase inhibitor for treatment of human respiratory syncytial virus infection. Journal of medicinal chemistry, 58(4), 1862–1878. [Content Brief]
- [4]. Richardson, F. C., et al., (2002). Quantification of 2'-fluoro-2'-deoxyuridine and 2'-fluoro-2'-deoxycytidine in DNA and RNA isolated from rats and woodchucks using LC/MS/MS. Chemical research in toxicology, 15(7), 922–926. [Content Brief]
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