3828-96-4

Basic information

• Product Name: 5-fluorouridine 5'-triphosphate
• Synonyms: Uridine,5-fluoro-, 5'-(tetrahydrogen triphosphate) (8CI); Uridine, 5-fluoro-,5'-triphosphate (6CI,7CI); 5-Fluoro-UTP; 5-Fluorouridine 5'-triphosphate;5-Fluorouridine triphosphate; Fluorouridine triphosphate
• CAS NO: 3828-96-4
• Molecular Formula: C₉H₁₄FN₂O₁₅P₃
• Molecular Weight: 502.13
• Mol File: 3828-96-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-fluorouridine 5'-triphosphate(CAS DataBase Reference)
• NIST Chemistry Reference: 5-fluorouridine 5'-triphosphate(3828-96-4)
• EPA Substance Registry System: 5-fluorouridine 5'-triphosphate(3828-96-4)

Safety Data

• Hazardous Substances Data: 3828-96-4(Hazardous Substances Data)

Usage

Description

5-Fluorouridine 5'-triphosphate (FUTP) is a key metabolite derived from the chemotherapeutic drug 5-Fluorouracil (5-FU). It plays a significant role in the treatment of various types of cancer by interfering with the synthesis of DNA and RNA, thereby inhibiting the growth and proliferation of cancer cells.

Uses

Used in Anticancer Applications:
5-Fluorouridine 5'-triphosphate is used as an anticancer agent for its ability to disrupt nucleotide synthesis by inhibiting the enzyme thymidylate synthase. This action leads to the suppression of DNA and RNA synthesis, ultimately hindering the growth and spread of cancer cells.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-Fluorouridine 5'-triphosphate is used as an active metabolite of 5-Fluorouracil, a drug employed in the treatment of various types of cancer, including colorectal, breast, stomach, and head and neck cancers. Its role in inhibiting thymidylate synthase makes it a valuable component in the development of cancer therapeutics.
Used in Research and Development:
5-Fluorouridine 5'-triphosphate is also utilized in research and development for studying the mechanisms of action of 5-Fluorouracil and other related chemotherapeutic agents. It serves as a valuable tool for understanding the molecular pathways involved in cancer cell growth and the development of resistance to chemotherapy.
Used in Drug Delivery Systems:
Similar to gallotannin, 5-Fluorouridine 5'-triphosphate can be incorporated into novel drug delivery systems to enhance its bioavailability, delivery, and therapeutic outcomes. These systems may include organic and metallic nanoparticles or other advanced formulations designed to improve the efficacy of 5-FU and its metabolites in cancer treatment.

Upstream product

• 51-21-8 5-fluorouracil 
• 532-20-7 D-Ribose 

Relevant articles and documents

Synthesis of 5-fluoropyrimidine nucleotides as sensitive NMR probes of RNA structure

Enzymatic synthesis methods for the fluorinated 5′-triphosphate analogues 5F-UTP and 5F-CTP have been developed to facilitate 19F-labeling of RNAs for biophysical studies. HIV-2 TAR RNAs were synthesized using these analogues by in vitro transcription reactions using T7 RNA polymerase. The uniform incorporation of 5F-U or 5F-C analogues into HIV-2 TAR RNA transcripts does not significantly alter the RNA structure or thermodynamic stability. Fluorine observed homonuclear 19F- 19F and heteronuclear 19F-1H NOE experiments providing selective distance information are presented and discussed. The availability of efficient synthesis of 5F-UTP, and for the first time, 5F-CTP, will facilitate the use of 5F-labeled RNAs in structural, ligand binding, and dynamic studies of RNAs using the advantages of 19F-labeling.