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Isolation and characterization of a small antiretroviral molecule affecting HIV-1 capsid morphology
Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för biokemi och organisk kemi.
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2009 (Engelska)Ingår i: Retrovirology, ISSN 1742-4690, E-ISSN 1742-4690, Vol. 6, s. 34-Artikel i tidskrift (Refereegranskat) Published
Abstract [en]

Background: Formation of an HIV-1 particle with a conical core structure is a prerequisite for the subsequent infectivity of the virus particle. We have previously described that glycineamide (G-NH2) when added to the culture medium of infected cells induces non-infectious HIV-1 particles with aberrant core structures. Results: Here we demonstrate that it is not G-NH2 itself but a metabolite thereof that displays antiviral activity. We show that conversion of G-NH2 to its antiviral metabolite is catalyzed by an enzyme present in bovine and porcine but surprisingly not in human serum. Structure determination by NMR suggested that the active G-NH2 metabolite was alpha-hydroxy-glycineamide (alpha-HGA). Chemically synthesized alpha-HGA inhibited HIV-1 replication to the same degree as G-NH2, unlike a number of other synthesized analogues of G-NH2 which had no effect on HIV-1 replication. Comparisons by capillary electrophoresis and HPLC of the metabolite with the chemically synthesized alpha-HGA further confirmed that the antiviral G-NH2-metabolite indeed was alpha-HGA. Conclusion: alpha-HGA has an unusually simple structure and a novel mechanism of antiviral action. Thus, alpha-HGA could be a lead for new antiviral substances belonging to a new class of anti-HIV drugs, i.e. capsid assembly inhibitors.

Ort, förlag, år, upplaga, sidor
2009. Vol. 6, s. 34-
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Biologiska vetenskaper
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URN: urn:nbn:se:uu:diva-129100DOI: 10.1186/1742-4690-6-34ISI: 000265396300002OAI: oai:DiVA.org:uu-129100DiVA, id: diva2:337581
Tillgänglig från: 2010-08-06 Skapad: 2010-08-05 Senast uppdaterad: 2017-12-12Bibliografiskt granskad

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