92586-35-1

92586-35-1 structure

Name: AZT triphosphate
Chemical Name: Thymidine 5'-(tetrahydrogen triphosphate), 3'-azido-3'-deoxy
CAS Number: 92586-35-1
Molecular Formula: C₁₀H₁₆N₅O₁₃P₃
Molecular Weight: 507.18100
Catalog: Signaling Pathways Anti-infection HBV
Create Date: 2016-01-13 19:35:46
Modify Date: 2024-01-03 19:01:47
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].

Name	Thymidine 5'-(tetrahydrogen triphosphate), 3'-azido-3'-deoxy
Synonyms	3'-Azidothymidine triphosphate 3'-AZIDO-3'-DEOXYTHYMIDINE 5'-TRIPHOSPHATE AZTTP 3'-Azido-3'-deoxythymidine 5'-triphosphate 3'-Azido-3'-deoxythymidine triphosphate AZT triphosphate

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].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Signaling Pathways >> Anti-infection >> HIV Research Areas >> Infection Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis Signaling Pathways >> Anti-infection >> HBV
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].
References	[1]. Ryosuke Nomura, et al. Azidothymidine-triphosphate Impairs Mitochondrial Dynamics by Disrupting the Quality Control System. Redox Biol. 2017 Oct;13:407-417. [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. [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.

Molecular Formula	C₁₀H₁₆N₅O₁₃P₃
Molecular Weight	507.18100
Exact Mass	506.99600
PSA	303.09000

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