92586-35-1
Chemical Structure
AZT triphosphate
Synonym(s): 3'-Azido-3'-deoxythymidine-5'-triphosphate
- CAS. Nr.: 92586-35-1
- Formula:C10H16N5O13P3
- Molecular Weight:507.18
IUPAC Name: ((2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl tetrahydrogen triphosphate
InChIKey: GLWHPRRGGYLLRV-XLPZGREQSA-N
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
Biological Activity: 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].
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AZT triphosphate | 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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References
- [1]. Ryosuke Nomura, et al. Azidothymidine-triphosphate Impairs Mitochondrial Dynamics by Disrupting the Quality Control System. Redox Biol. 2017 Oct;13:407-417. [Content Brief]
- [2]. Takeya Sato, et al. Engineered Human tmpk/AZT as a Novel Enzyme/Prodrug Axis for Suicide Gene Therapy. Mol Ther. 2007 May;15(5):962-70. [Content Brief]
- [3]. K Y Hostetler, et al. Enhanced Oral Absorption and Antiviral Activity of 1-O-octadecyl-sn-glycero-3-phospho-acyclovir and Related Compounds in Hepatitis B Virus Infection, in Vitro. Biochem Pharmacol. 1997 Jun 15;53(12):1815-22. [Content Brief]
