CAS 140158-13-0

4'-azidothymidine 5'-triphosphate

Description:

4'-Azidothymidine 5'-triphosphate (AZT-TP) is a nucleotide analog derived from thymidine, characterized by the presence of an azido group at the 4' position of the ribose sugar. This modification enhances its potential as an antiviral agent, particularly in the treatment of HIV, as it can be incorporated into viral DNA during replication, leading to chain termination. AZT-TP is a triphosphate, which means it contains three phosphate groups, contributing to its high energy state and facilitating its role as a substrate for viral reverse transcriptase. The compound exhibits a polar nature due to the phosphate groups, making it soluble in aqueous environments, which is crucial for its biological activity. Its mechanism of action involves competitive inhibition of the reverse transcriptase enzyme, ultimately disrupting viral replication. AZT-TP is also notable for its potential side effects, as its incorporation into host DNA can lead to cytotoxicity. Overall, 4'-azidothymidine 5'-triphosphate is a significant compound in antiviral therapy, particularly in the context of HIV treatment.

Formula: C₁₀H₁₆N₅O₁₄P₃

InChI: InChI=1/C10H16N5O14P3/c1-5-3-15(9(18)12-8(5)17)7-2-6(16)10(27-7,13-14-11)4-26-31(22,23)29-32(24,25)28-30(19,20)21/h3,6-7,16H,2,4H2,1H3,(H,22,23)(H,24,25)(H,12,17,18)(H2,19,20,21)/t6-,7+,10+/m0/s1

Synonyms:

• Adrt 5'-triphosphate
• Adrt-TP
• Thymidine 5'-(tetrahydrogen triphosphate),4'-azido-
• [(2R,3S,5R)-2-azido-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methyl (hydroxy-phosphonooxy-phosphoryl) hydrogen phosphate
• 4'-Azidothymidine 5'-triphosphate

4-Azidothymidine 5-triphosphate

CAS: 140158-13-0

Ref: 7W-GN2897

4'-Azidothymidine 5-triphosphate

CAS: 140158-13-0

4'-Azidothymidine 5-triphosphate (4AZTTP) is a deoxyribonucleoside that has been synthesized as an analog to thymidine. It has potent inhibitory activity against human immunodeficiency virus (HIV), and has been shown to be more effective than 2',3'-dideoxyinosine in inhibiting HIV replication. 4AZTTP inhibits the viral enzyme reverse transcriptase, which is crucial for the replication of HIV. This drug is activated by cellular enzymes and phosphorylated to 4'-azidothymidine 5'-triphosphate monophosphate, which can then bind to the viral DNA template and inhibit synthesis of RNA strands. The kinetic properties of 4AZTTP have been studied in detail using human lymphocytes as a model system for HIV infection.

Formula: C₁₀H₁₆N₅O₁₄P₃

Purity: Min. 95%

Molecular weight: 523.18 g/mol

Ref: 3D-NA13340

4'-Azidothymidine 5'-triphosphate

CAS: 140158-13-0

4'-Azidothymidine 5'-triphosphate targets HIV-1 reverse transcriptase and human DNA polymerases alpha & beta.

Formula: C₁₀H₁₆N₅O₁₄P₃

Color and Shape: Solid

Molecular weight: 523.18

Ref: TM-T29431