1. Anti-infection
    Cell Cycle/DNA Damage
    Immunology/Inflammation
    NF-κB
    Metabolic Enzyme/Protease
    Apoptosis
  2. HIV
    DNA/RNA Synthesis
    HBV
    Reactive Oxygen Species
    Apoptosis
  3. AZT triphosphate

AZT triphosphate (Synonyms: 3'-Azido-3'-deoxythymidine-5'-triphosphate)

Cat. No.: HY-116364
Handling Instructions

AZT triphosphate (3'-Azido-3'-deoxythymidine-5'-triphosphate) is a active triphosphate metabolite of Zidovudine (AZT). AZT triphosphate exhibits antiretroviral activity and inhibits replication of HIV. AZT triphosphate also inhibits the DNA polymerase of HBV. AZT triphosphate activates the mitochondria-mediated apoptosis pathway.

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AZT triphosphate Chemical Structure

AZT triphosphate Chemical Structure

CAS No. : 92586-35-1

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Description

AZT triphosphate (3'-Azido-3'-deoxythymidine-5'-triphosphate) is a active triphosphate metabolite of Zidovudine (AZT). AZT triphosphate exhibits antiretroviral activity and inhibits replication of HIV. AZT triphosphate also inhibits the DNA polymerase of HBV. AZT triphosphate activates the mitochondria-mediated apoptosis pathway[1][2][3].

IC50 & Target

HIV[2]
HBV[3]
DNA polymerase[3]
Reactive oxygen species (ROS)[1]

In Vitro

Treatment with 100 µM Zidovudine (AZT) for 48h disrupts the mitochondrial tubular network via accumulation of AZT triphosphate (AZT-TP) in H9c2 cells. AZT triphosphate accumulation causes downregulation of Opa1 and upregulation of Drp1. AZT triphosphate causes mitochondrial dysfunction, increases the production of cytotoxic reactive oxygen species (ROS), and impairs the balance of the mitochondrial quality control system in H9c2 cell model established from rat embryonic myoblasts[1].

Molecular Weight

507.18

Formula

C₁₀H₁₆N₅O₁₃P₃

CAS No.

92586-35-1

SMILES

O=C(NC(C(C)=C1)=O)N1[[email protected]](O2)C[[email protected]](N=[N+]=[N-])[[email protected]]2COP(O)(OP(OP(O)(O)=O)(O)=O)=O

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Keywords:

AZT triphosphate3'-Azido-3'-deoxythymidine-5'-triphosphateHIVDNA/RNA SynthesisHBVReactive Oxygen SpeciesApoptosisHuman immunodeficiency virusHepatitis B virusZidovudinetriphosphatemetaboliteROSmitochondrialcardiomyopathyOpa1Drp1cytotoxicityantiretroviralInhibitorinhibitorinhibit

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AZT triphosphate
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HY-116364
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