CAS 14167-70-5

hydroxymethyldeoxyuridine triphosphate

Description:

Hydroxymethyldeoxyuridine triphosphate (HMDP) is a nucleotide analog that plays a significant role in molecular biology and biochemistry, particularly in the study of DNA synthesis and repair mechanisms. It is a derivative of deoxyuridine triphosphate (dUTP), where a hydroxymethyl group is substituted at the 5-position of the uracil base. This modification can influence the substrate's incorporation into DNA by DNA polymerases, potentially affecting replication fidelity and cellular processes. HMDP is often utilized in research settings to investigate the effects of nucleotide analogs on DNA metabolism and to explore therapeutic applications, such as antiviral and anticancer strategies. The compound is typically characterized by its triphosphate structure, which is essential for its function as a substrate in enzymatic reactions. Additionally, its solubility and stability in aqueous solutions make it suitable for various biochemical assays. Overall, hydroxymethyldeoxyuridine triphosphate serves as a valuable tool in understanding nucleic acid biochemistry and developing novel therapeutic approaches.

Formula: C₁₀H₁₇N₂O₁₅P₃

InChI: InChI=1/C10H17N2O15P3/c13-3-5-2-12(10(16)11-9(5)15)8-1-6(14)7(25-8)4-24-29(20,21)27-30(22,23)26-28(17,18)19/h2,6-8,13-14H,1,3-4H2,(H,20,21)(H,22,23)(H,11,15,16)(H2,17,18,19)/t6-,7+,8+/m0/s1

Synonyms:

• 5-Hydroxymethyl-2'-deoxyuridine 5'-triphosphate
• Hmdutp
• Uridine 5'-(tetrahydrogen triphosphate), 2'-deoxy-5-(hydroxymethyl)-
• 2'-Deoxy-5-(Hydroxymethyl)Uridine 5'-(Tetrahydrogen Triphosphate)
• Hydroxymethyldeoxyuridine triphosphate

Thymidine 5'-(tetrahydrogen triphosphate), α-hydroxy-

CAS: 14167-70-5

Formula: C₁₀H₁₇N₂O₁₅P₃

Molecular weight: 498.1677

Ref: IN-DA001GUL

2'-Deoxy-5-hydroxymethyluridine-5'-triphosphate triethylammonium

CAS: 14167-70-5

2'-Deoxy-5-hydroxymethyluridine-5'-triphosphate triethylammonium salt (dHMUTP) is a noncompetitive inhibitor of transcriptase activity. It inhibits the synthesis of DNA by binding to RNA polymerase on the template strand, thereby blocking the progress of the enzyme along the DNA. This drug has been shown to be effective in inhibiting viral production and growth in mammalian cells, as well as cancer cell culture. Dihydrofolate reductase is required for dHMUTP to function, and it is metabolized in vivo through hydrolysis by glycosylases or antineoplastic properties by nucleotide excision repair enzymes. These enzymes are present in human cells but absent in bacteria and yeast. The drug also has antineoplastic properties due to its ability to inhibit tumor cell proliferation.

Formula: C₁₀H₁₆N₂O₁₅P₃·C₆H₁₆N

Purity: Min. 70 Area-%

Color and Shape: Powder

Molecular weight: 599.36 g/mol

Ref: 3D-ND15243