2'-Deoxy-5-fluorcytidine
2'-Deoxy-5-fluorcytidine structure
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Common Name | 2'-Deoxy-5-fluorcytidine | ||
|---|---|---|---|---|
| CAS Number | 10356-76-0 | Molecular Weight | 245.208 | |
| Density | 1.8±0.1 g/cm3 | Boiling Point | 465.0±55.0 °C at 760 mmHg | |
| Molecular Formula | C9H12FN3O4 | Melting Point | 196 °C | |
| MSDS | USA | Flash Point | 235.0±31.5 °C | |
| Symbol |
GHS07 |
Signal Word | Warning | |
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Concentrations of the DNA methyltransferase inhibitor 5-fluoro-2'-deoxycytidine (FdCyd) and its cytotoxic metabolites in plasma of patients treated with FdCyd and tetrahydrouridine (THU).
Cancer Chemother. Pharmacol. 62(2) , 363-8, (2008) Although the DNA methyltransferase inhibitor 5-fluoro-2'-deoxycytidine (FdCyd), is being evaluated clinically, it must be combined with the cytidine deaminase inhibitor tetrahydrouridine (THU) to prevent rapid metabolism of FdCyd to the pharmacologically acti... |
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Five-chlorodeoxycytidine and biomodulators of its metabolism result in fifty to eighty percent cures of advanced EMT-6 tumors when used with fractionated radiation.
Int. J. Radiat. Oncol. Biol. Phys. 32(4) , 1059-69, (1995) To extend our findings in previous radiation and biochemical studies with five rodent tumors, in which we used one and occasionally two or three irradiations. The extent of control of the EMT-6 mammary adenocarcinoma was determined using fractionated radiatio... |
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Chemical synthesis of 2'-deoxyoligonucleotides containing 5-fluoro-2'-deoxycytidine.
Nucleic Acids Res. 20(10) , 2421-6, (1992) 2'-Deoxyoligonucleotides with 5-fluorocytosine residues incorporated at specific positions of the nucleotide sequence are tools of great potential in the study of the catalytic mechanism by which DNA cytosine methyltransferases methylate the 5-position of DNA... |
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Micronuclei induced by modulators of methylation: analogs of 5-azacytidine.
Carcinogenesis 16(7) , 1647-50, (1995) Jones and coworkers demonstrated a qualitative correlation between 5-azacytidine and some of its analogs in inducing changes in cell morphology and their ability in preventing DNA methylation. Previously, we evaluated the same compounds to determine their abi... |
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Crystallization and preliminary crystallographic analysis of a DNA (cytosine-5)-methyltransferase from Haemophilus aegyptius bound covalently to DNA.
J. Mol. Biol. 238(4) , 626-9, (1994) A DNA (cytosine)-5-methyltransferase from Haemophilus aegyptius (M.Hae III), which catalyzes methyl transfer from S-adenosyl-L-methionine to DNA, has been crystallized as a covalent complex with a suicide oligonucleotide substrate. Crystals of the co-complex ... |
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Transition state analogs as affinity labels for human DNA methyltransferases.
Biochem. Biophys. Res. Commun. 196(2) , 864-71, (1993) A new class of affinity labels has been developed for human DNA (cytosine-5) methyltransferases. These oligodeoxynucleotides contain 5-fluorodeoxycytidine at a mispair within the recognition motif of the human enzyme. They were not effectively recognized by b... |
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Elevation of plasma levels of fluorinated pyrimidines by guanosine 5'-monophosphate.
Cancer Chemother. Pharmacol. 20(1) , 1-4, (1987) The plasma concentration of 5-fluorouracil (FUra) following the i.v. administration of FUra and guanosine 5'-monophosphate (GMP) or guanosine 5'-triphosphate (GTP) was markedly elevated. These values were more than 5-fold higher than those obtained with FUra ... |
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Lead optimization and structure-based design of potent and bioavailable deoxycytidine kinase inhibitors.
Bioorg. Med. Chem. Lett. 19(23) , 6784-7, (2009) A series of deoxycytidine kinase inhibitors was simultaneously optimized for potency and PK properties. A co-crystal structure then allowed merging this series with a high throughput screening hit to afford a highly potent, selective and orally bioavailable i... |
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Stability of 5-fluoro-2'-deoxycytidine and tetrahydrouridine in combination.
AAPS PharmSciTech 11(1) , 247-52, (2010) In vivo, the DNA methyltransferase inhibitor, 5-fluoro-2'-deoxycytidine (FdCyd, NSC-48006), is rapidly converted to its unwanted metabolites. Tetrahydrouridine (THU, NSC-112907), a cytidine deaminase inhibitor can block the first metabolic step in FdCyd catab... |
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[Synthesis of oligodeoxyribonucleotides containing 5-fluoro-2'-deoxyribocytidine].
Bioorg. Khim. 18(5) , 748-50, (1992) A synthesis of the phosphoroamidite derivative of 5-fluoro-2'-deoxycytidine which allows one to introduce the modified nucleoside residue into the 5'-position of the oligodeoxyribonucleotide by the standard solid phase phosphoroamidite method, has been carrie... |