Azidothymidine: crystal structure and possible functional role of the azido group.
- 1 December 1987
- journal article
- research article
- Published by Proceedings of the National Academy of Sciences in Proceedings of the National Academy of Sciences
- Vol. 84 (23) , 8239-8242
- https://doi.org/10.1073/pnas.84.23.8239
Abstract
The crystal and molecular structures of the anti-acquired immunodeficiency syndrome agent 3''-azido-3''-deoxythymidine (AZT) have been determined by x-ray diffraction. There are two crystallographically independent AZT molecules in the crystal asymmetric unit; they have similar conformations and differ primarily in the glycosyl torsion angle. Comparisons with a hydrated thymidylate structure indicate that the azido group does not significantly affect the gross conformational preference of the molecule. The comparisons also suggest possible functional roles for the azido group in enzyme binding.Keywords
This publication has 7 references indexed in Scilit:
- Imminent Marketing of AZT Raises ProblemsScience, 1987
- Both 2′,3′-dideoxythymidine and its 2′,3′-unsaturated derivative (2′,3′-dideoxythymidinene) are potent and selective inhibitors of human immunodeficiency virus replication in vitroBiochemical and Biophysical Research Communications, 1987
- Phosphorylation of 3'-azido-3'-deoxythymidine and selective interaction of the 5'-triphosphate with human immunodeficiency virus reverse transcriptase.Proceedings of the National Academy of Sciences, 1986
- Inhibition of reverse transcriptase activity by 2′,3′-dideoxythymidine 5′-triphosphate and its derivatives modified on the 3′ positionBiochemical and Biophysical Research Communications, 1986
- ADMINISTRATION OF 3'-AZIDO-3'-DEOXYTHYMIDINE, AN INHIBITOR OF HTLV-III/LAV REPLICATION, TO PATIENTS WITH AIDS OR AIDS-RELATED COMPLEXThe Lancet, 1986
- 3'-Azido-3'-deoxythymidine (BW A509U): an antiviral agent that inhibits the infectivity and cytopathic effect of human T-lymphotropic virus type III/lymphadenopathy-associated virus in vitro.Proceedings of the National Academy of Sciences, 1985
- Molecular structure of a deoxyribose-dinucleotide, sodium thymidylyl-(5′→3′)-thymidylate-(5′) hydrate (pTpT), and a possible structural model for polythymidylateJournal of Molecular Biology, 1976