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Sigma
5-Fluorouracil
F6627 -
≥99% (HPLC), powder
DOWNLOAD MSDS (PDF)Synonym: 2,4-
CAS Number: 51-21-8
Empirical Formula (Hill Notation): C4H3FN2O2
Molecular Weight: 130.08
Beilstein Registry Number: 127172
EC Number: 200-085-6
MDL number: MFCD00006018
PubChem Substance ID: 24278439
Properties
| Related Categories | Antitumor Agents, Apoptosis Product Bundle, Apoptosis and Cell Cycle, Bioactive Small Molecules, Cancer Research, |
| assay | ≥99% (HPLC) |
| form | powder |
| color | white |
| mp | 282-286 °C (dec.)(lit.) |
| solubility | 1 M NH4OH: soluble |
| DMSO/DMF: soluble | |
| methanol: soluble | |
| Gene Information | Research your gene in Your Favorite Gene powered by Ingenuity human ... TYMS(7298) |
Description
Frequently Asked Questions
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Biochem/physiol Actions
A potent antitumor agent that affects pyrimidine synthesis by inhibiting thymidylate synthetase thus depleting intracellular dTTP pools. It is metabolized to ribonucleotides and deoxyribonucleotides, which can be incorporated into RNA and DNA. Treatment of cells with 5-FU leads to an accumulation of cells in S-phase and has been shown to induce p53 dependent apoptosis.
Packaging
1, 5, 10 g in glass btl
Price and Availability
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Documents
Certificate of Analysis
Certificate of Origin
| F6627 - Product Information Sheet (28 KB) |
| FT-IR Condensed Phase |  |
| FT-IR Raman | |
| FT-NMR |  |
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Safety Information
| Symbol |  GHS06 |
| Signal word | Danger |
| Hazard statements | H301-H412 |
| Precautionary statements | P273-P301 + P310 |
| Hazard Codes | Xn |
| Risk Statements | 22 |
| RIDADR | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
Technical information & documentation associated with this product is available in the Safety & Documentation tab.
Articles
DNA Damage and Repair
Damage to cellular DNA is involved in mutagenesis and the development of cancer. The DNA in a human cell undergoes several thousand to a million damaging events per day, generated by both external (e...
BioFiles 2007, 2.4, 20.
Keywords: AGE, Alkylations, Apoptosis, Biochemistry, Cancer, Carcinogens, Catalysis, Clinical, DNA replication, Deaminations, Environmental, Gene expression, Metabolites, Methylations, Mutagens, Oxidations, PAGE, Polymorphisms, Rearrangements, Recombination, Substitutions, Transcription
References
Wadler, S., et al., Effects of perturbations of pools of deoxyribonucleoside triphosphates on expression of ribonucleotide reductase, a G1/S transition state enzyme, in p53-mutated cells. Biochem. Pharmacol. 55, 1353-1360, (1998) Abstract
Elstein, K.H., et al., Nucleoside-mediated mitigation of 5-fluorouracil-induced toxicity in synchronized murine erythroleukemic cells. Toxicol. Appl. Pharmacol. 146, 29-39, (1997) Abstract
Takeda, H., et al., Effect of 5-fluorouracil on cell cycle regulatory proteins in human colon cancer cell line. Jpn. J. Cancer Res. 90, 677-684, (1999) Abstract
Pritchard, D.M., et al., Chemically-induced apoptosis: p21 and p53 as determinants of enterotoxin activity. Toxicol. Lett. 102-103, 19-27, (1998) Abstract
Inada, T., et al., 5-FU-induced apoptosis correlates with efficacy against human gastric and colon cancer xenografts in nude mice. Anticancer Res. 17, 1965-1971, (1997) Abstract
Kuo, C.C., et al., Selective Activation Of SHP2 Activity By Cisplatin Revealed By A Novel Chemical Probe-based Assay. Biochem. Biophys. Res. Commun. 391, 230-4, (2010) Abstract
De Smet, S., et al., Arcobacter Population Dynamics In Pigs On Farrow-to-Finish Farms. Appl. Environ. Microbiol. 77, 1732-8, (2011) Abstract
Gehrau, R.C., et al., Differential Expression Of The Klf6 Tumor Suppressor Gene Upon Cell Damaging Treatments In Cancer Cells. Mol. Cell. 707, 15-23, (2011)
Merck 14,4181
Beil. 24,IV,1229
Aldrich MSDS 1, 978:A / Corp MSDS 1 (1), 1731:B / FT-IR 1 (2), 809:D / FT-IR 2 (3), 3829:C / FT-NMR 1 (3), 362:C / IR-Spectra (3), 1353:H / IR-Spectra (2), 1179:B / NMR-Reference 2 (2), 690:D / RegBook 1 (2), 2565:C / Sax 6, 1449 / Sigma FT-IR 1 (1), 996:C / Structure Index 1, 405:D:4
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