Molecular structure of 5-Fluorouridine, CAS Number: 316-46-1
5-Fluorouridine (CAS 316-46-1)
Alternate Names:
5-Fluorouracil 1β-D-ribofuranoside; FUrd
Application:
5-Fluorouridine is a proapoptotic and cytotoxic nucleoside analog
CAS Number:
316-46-1
Purity:
≥95%
Molecular Weight:
262.19
Molecular Formula:
C9H11FN2O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
5-Fluorouridine (5-FU) is a pyrimidine nucleoside analog. The scientific community has extensively employed 5-Fluorouridine in research to explore the impact of nucleoside analogs on diverse cellular processes. It has been instrumental in studying the effects of these analogs on DNA replication, transcription, translation, and cell cycle progression. Following its cellular entry, 5-Fluorouridine is enzymatically converted to the active metabolite 5-fluorouracil (5-FU). Thymidine kinase facilitates the conversion of 5-Fluorouridine to its monophosphate form, which is subsequently transformed into the active triphosphate form by deoxycytidine kinase. The active triphosphate form of 5-Fluorouridine competes with deoxycytidine triphosphate (dCTP) for incorporation into DNA, ultimately leading to the inhibition of DNA synthesis.
5-Fluorouridine (CAS 316-46-1) References
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- Diverse gene expression pattern during 5-fluorouridine-induced apoptosis. | Schmittgen, TD., et al. 2005. Int J Oncol. 27: 297-306. PMID: 16010409
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- The handling of the mechanistic probe 5-fluorouridine by the pseudouridine synthase TruA and its consistency with the handling of the same probe by the pseudouridine synthases TruB and RluA. | McDonald, MK., et al. 2011. Biochemistry. 50: 426-36. PMID: 21142053
- Immobilization of 5-fluorouridine on chitosan. | Malecki, E., et al. 2013. Chem Biodivers. 10: 1828-41. PMID: 24130026
- Mitsunobu reactions of 5-fluorouridine with the terpenols phytol and nerol: DNA building blocks for a biomimetic lipophilization of nucleic acids. | Malecki, E., et al. 2013. Chem Biodivers. 10: 2209-20. PMID: 24327441
- Uptake and clearance of 5-fluorouridine following subconjunctival and intravitreal injection. | Huang, DS., et al. 1988. Retina. 8: 205-9. PMID: 3231913
- A single microbubble formulation carrying 5-fluorouridine, Irinotecan and oxaliplatin to enable FOLFIRINOX treatment of pancreatic and colon cancer using ultrasound targeted microbubble destruction. | Gao, J., et al. 2021. J Control Release. 338: 358-366. PMID: 34481018
- Blockade of p38 MAPK overcomes AML stem cell line KG1a resistance to 5-Fluorouridine and the impact on miRNA profiling. | Matou-Nasri, S., et al. 2022. PLoS One. 17: e0267855. PMID: 35511922
- Translational readthrough of nonsense mutant TP53 by mRNA incorporation of 5-Fluorouridine. | Palomar-Siles, M., et al. 2022. Cell Death Dis. 13: 997. PMID: 36433934
- Selective activation of 5'-deoxy-5-fluorouridine by tumor cells as a basis for an improved therapeutic index. | Armstrong, RD. and Diasio, RB. 1981. Cancer Res. 41: 4891-4. PMID: 6171343
- Mechanism of cytotoxicity of 5-fluorouracil: distinction between the irreversible cytotoxic effect of 5-fluorouridine and the reversible cytotoxic effect of 5-fluoro-2'-deoxyuridine on murine lymphoma L5178Y cells in culture. | Kanzawa, F., et al. 1980. J Cancer Res Clin Oncol. 98: 85-90. PMID: 6450213
- Nucleosides. 114. 5'-O-Glucuronides of 5-fluorouridine and 5-fluorocytidine. Masked precursors of anticancer nucleosides. | Watanabe, KA., et al. 1981. J Med Chem. 24: 893-7. PMID: 7277401
- A comparison of 5-fluorouridine and 5-fluorouracil in an experimental model for the treatment of vitreoretinal scarring. | Ward, T., et al. 1993. Curr Eye Res. 12: 397-401. PMID: 8344064
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
5-Fluorouridine, 100 mg | sc-221027 | 100 mg | $86.00 | |||
5-Fluorouridine, 1 g | sc-221027A | 1 g | $152.00 |