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  3. AZT triphosphate

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

Cat. No.: HY-116364
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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.

The free form of the compound is prone to instability, it is advisable to consider the stable salt form (AZT triphosphate tetraammonium) that retains the same biological activity.

For research use only. We do not sell to patients.

AZT triphosphate

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

DNA Polymerase

 

Cellular Effect
Cell Line Type Value Description References
H9 IC50
0.022 μM
Compound: 2
Compound concentration that causes 50 % inhibition of HIV-1 peptide-derived reverse transcriptase (RT) obtained from HIV-1-infected H9 cell cultures
Compound concentration that causes 50 % inhibition of HIV-1 peptide-derived reverse transcriptase (RT) obtained from HIV-1-infected H9 cell cultures
10.1016/S0960-894X(01)80472-8
HFF IC50
22.1 μM
Compound: AZT-TP
Inhibition of HCMV DNA polymerase infected in HFF cells
Inhibition of HCMV DNA polymerase infected in HFF cells
[PMID: 20403696]
HFF IC50
5.8 μM
Compound: AZT-TP
Inhibition of VZV KOS DNA polymerase infected in HFF cells
Inhibition of VZV KOS DNA polymerase infected in HFF cells
[PMID: 20403696]
Sf9 IC50
22100 nM
Compound: AZT-TP
Inhibition of HCMV recombinant DNA polymerase expressed in baculovirus infected SF9 cells after 12 mins by scintillation proximity assay
Inhibition of HCMV recombinant DNA polymerase expressed in baculovirus infected SF9 cells after 12 mins by scintillation proximity assay
[PMID: 20167488]
Sf9 IC50
5800 nM
Compound: AZT-TP
Inhibition of Varicella zoster virus recombinant DNA polymerase expressed in baculovirus infected SF9 cells after 12 mins by scintillation proximity assay
Inhibition of Varicella zoster virus recombinant DNA polymerase expressed in baculovirus infected SF9 cells after 12 mins by scintillation proximity assay
[PMID: 20167488]
Vero IC50
3.3 μM
Compound: AZT-TP
Inhibition of HSV1 KOS DNA polymerase infected in african green monkey Vero cells
Inhibition of HSV1 KOS DNA polymerase infected in african green monkey Vero cells
[PMID: 20403696]
In Vitro

AZT triphosphate (3'-Azido-3'-deoxythymidine-5'-triphosphate) accumulation disrupts the mitochondrial tubular network in H9c2 cells through Treatment with 100 μM Zidovudine (AZT) for 48h. 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].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

507.18

Formula

C10H16N5O13P3

CAS No.
SMILES

O=C1NC(N([C@@H](C[C@@H]2N=[N+]=[N-])O[C@@H]2COP(OP(O)(OP(O)(O)=O)=O)(O)=O)C=C1C)=O

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation
References
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Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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AZT triphosphate
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