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PMID: 8016063 Published · ppublish English Comparative Study Journal Article

Inhibition of human immunodeficiency virus type 1 integrase by 3'-azido-3'-deoxythymidylate.

Mazumder A, Cooney D, Agbaria R, Gupta M, Pommier Y

Abstract

The effects of 3'-azido-3'-deoxythymidine (AZT) and three of its intracellular metabolites, azido- thymidine mono-, di-, and triphosphates, on the human immunodeficiency virus type 1 integrase have been determined. AZT mono-, di-, and triphosphate have an IC50 for integration between 110 and 150 microM, whereas AZT does not inhibit the integrase. The inhibition by AZT monophosphate can be partially reversed by coincubation with either thymidine monophosphate or 2',3'-dideoxythymidine monophosphate, suggesting that either of these monophosphates can bind to the integrase but that the azido group at the 3' position could be responsible for the inhibition. Integrase inhibition is associated with reduced enzyme-DNA binding but does not appear to be competitive with respect to the DNA substrate. Inhibition of an integrase deletion mutant containing only amino acids 50-212 suggests that these nucleotides bind in the catalytic core. Concentrations up to 1 mM AZT monophosphate can accumulate in vivo, indicating that integrase inhibition may contribute to the antiviral effects of AZT. The increasing incidence of AZT-resistant virus strains may, therefore, be associated with mutations not only in the reverse transcriptase but also in the human immunodeficiency virus integrase. Finally, these observations suggest that additional strategies for antiviral drug development could be based upon nucleotide analogs as inhibitors of human immunodeficiency virus integrase.

MeSH Terms
Base Sequence DNA/metabolism DNA Nucleotidyltransferases/antagonists & inhibitors Dideoxynucleotides HIV-1/enzymology,genetics Integrases Kinetics Molecular Sequence Data Mutagenesis Oligodeoxyribonucleotides/chemistry,metabolism Recombinant Proteins/antagonists & inhibitors Sequence Deletion Substrate Specificity Thymine Nucleotides/pharmacology Virus Integration Zidovudine/analogs & derivatives,pharmacology
Chemicals
Dideoxynucleotides Oligodeoxyribonucleotides Recombinant Proteins Thymine Nucleotides 3'-azido-3'-deoxythymidine 5'phosphate Zidovudine DNA DNA Nucleotidyltransferases Integrases
Authors & Affiliations
5 authors, click to expand affiliations / ORCID
Mazumder A
Laboratory of Molecular Pharmacology, National Cancer Institute, Bethesda, MD 20892.
Cooney D
Agbaria R
Gupta M
Pommier Y
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32 references, click to expand
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Article Info
Journal
Proceedings of the National Academy of Sciences of the United States of America
Abbr.
Proc Natl Acad Sci U S A
ISSN
0027-8424
Published
1994-06-21
Pages
5771-5
Language
English
Region
United States
NLM ID
7505876
PMCID
PMC44078
Subset
IM
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