CAS 796-66-7

5-Fluorouridine 5′-monophosphate

Description:

5-Fluorouridine 5′-monophosphate (5-FUMP) is a nucleotide analog of uridine, characterized by the presence of a fluorine atom at the 5-position of the uracil base. This modification imparts unique properties to the molecule, making it of interest in various biochemical and pharmaceutical applications. As a monophosphate, it consists of a ribose sugar, a phosphate group, and a fluorinated uracil base. 5-FUMP plays a role in nucleic acid metabolism and can interfere with RNA synthesis, which is particularly relevant in the context of antiviral and anticancer therapies. Its mechanism of action often involves incorporation into RNA, leading to the disruption of normal RNA function. The compound is soluble in water and exhibits stability under physiological conditions, although it may be sensitive to hydrolysis under certain circumstances. Due to its structural similarity to natural nucleotides, 5-FUMP can be utilized in research to study RNA processes and as a potential therapeutic agent in treating diseases associated with RNA viruses or malignancies.

Formula: C₉H₁₂FN₂O₉P

InChI: InChI=1S/C9H12FN2O9P/c10-3-1-12(9(16)11-7(3)15)8-6(14)5(13)4(21-8)2-20-22(17,18)19/h1,4-6,8,13-14H,2H2,(H,11,15,16)(H2,17,18,19)/t4-,5-,6-,8-/m1/s1

InChI key: InChIKey=RNBMPPYRHNWTMA-UAKXSSHOSA-N

SMILES: O[C@H]1[C@@H](O[C@H](COP(=O)(O)O)[C@H]1O)N2C(=O)NC(=O)C(F)=C2

Synonyms:

• 5-Fluorouridine 5′-phosphate
• 5′-Uridylic acid, 5-fluoro-
• Uridine, 5-fluoro-, 5′-(dihydrogen phosphate)
• Uridine, 5-fluoro-, 5′-phosphate
• 5-Fluoro-5′-uridylic acid

5-Fluorouridine 5′-monophosphate

CAS: 796-66-7

Formula: C₉H₁₂FN₂O₉P

Purity: 97%

Molecular weight: 342.1717

Ref: IN-DA0057BN

((2R,3S,4R,5R)-5-(5-Fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate

CAS: 796-66-7

((2R,3S,4R,5R)-5-(5-Fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate

Formula: C₉H₁₂FN₂O₉P

Purity: 99%

Molecular weight: 342.17

Ref: 54-PC1006429

5-fluorouridine 5'-phosphate

CAS: 796-66-7

((2R,3S,4R,5R)-5-(5-Fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate

Formula: C₉H₁₂FN₂O₉P

Purity: 99%

Molecular weight: 342.17

Ref: IN-DG681577

5-Fluorouridine-5'-monophosphate sodium salt - 10mM aqueous solution

CAS: 796-66-7

5-Fluorouridine-5'-monophosphate sodium salt is a nucleoside analog that is used as an antiviral drug. It inhibits viral DNA synthesis by competitive inhibition of thymidylate, which is a precursor for DNA synthesis. 5-Fluorouridine-5'-monophosphate sodium salt has been shown to be active against human pathogens and cancer cells in vitro. The enzyme activity of 5-fluorouridine-5'-monophosphate sodium salt can be inhibited by the presence of p-nitrophenyl phosphate, which is also a product of the enzymatic reaction. This may lead to synergistic effects in cells with both enzymes present.

Formula: C₉H₁₂FN₂O₉P

Purity: Min. 95%

Color and Shape: Colorless Powder

Molecular weight: 342.17 g/mol

Ref: 3D-NF31487

5-Fluorouridine 5'-phosphate

CAS: 796-66-7

5-Fluorouridine 5'-phosphate acts as an ODCase (uridine 5'-monophosphate decarboxylase) inhibitor, exhibiting a Ki value of 98 µM for human ODCase and 645 µM for Methanococcus jannaschii ODCase. This compound also shows inhibitory activity on leukemia and lymphoma cell lines, making it useful for cancer research studies.

Formula: C₉H₁₂FN₂O₉P

Color and Shape: Solid

Molecular weight: 342.172

Ref: TM-T205644