| Field | Specification |
|---|---|
| Target | |
| Alternative names | 3'-Azido-3'-deoxythymidine-5'-triphosphate |
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C10H16N5O13P3 |
| SMILES | |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
AZT triphosphate (3'-Azido-3'-deoxythymidine-5'-triphosphate) is an active triphosphate metabolite of Zidovudine (AZT). It exhibits antiretroviral activity and inhibits replication of HIV, also inhibits the DNA polymerase of HBV, and activates the mitochondria-mediated apoptosis pathway[1][2][3]. It has a molecular formula of C10H16N5O13P3 and a molecular weight of 507.18 g/mol.
Physical & Chemical Properties
| CAS Number | 92586-35-1 |
|---|---|
| Molecular Formula | C10H16N5O13P3 |
| Molecular Weight | 507.18 g/mol |
| 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 |
| Target | DNA Polymerase |
| Signaling Pathway | Anti-infection; Cell Cycle/DNA Damage; Metabolic Enzyme/Protease; Immunology/Inflammation; NF-κB; Apoptosis |
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with your institution's chemical hygiene plan.
In Vitro
AZT triphosphate (3'-Azido-3'-deoxythymidine-5'-triphosphate) accumulation, resulting from treatment of H9c2 cells with 100 μM Zidovudine (AZT) for 48h, disrupts the mitochondrial tubular network. AZT triphosphate accumulation downregulates Opa1 and upregulates Drp1. It also causes mitochondrial dysfunction, raises production of cytotoxic reactive oxygen species (ROS), and compromises the balance of the mitochondrial quality control system in the H9c2 cell model established from rat embryonic myoblasts[1].
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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