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Bioorg Med Chem ; 20(15): 4838-47, 2012 Aug 01.
Artículo en Inglés | MEDLINE | ID: mdl-22743085

RESUMEN

The pH dependence of the HIV-1 protease inhibitor affinity was studied by determining the interaction kinetics of a series of inhibitors at three pH values by surface plasmon resonance (SPR) biosensor analysis. The results were rationalized by molecular mechanics based protocols that have as a starting point the structures of the HIV-1 protease inhibitor complexes differing in the protonation states as predicted by our calculations. The SPR experiments indicate a variety of binding affinity pH dependencies which are rather well reproduced by our simulations. Moreover, our calculations are able to pinpoint the possible changes in the charged state of the protein binding site and of the inhibitor that underlie the observed effects of the pH on binding affinity. The combination of SPR and molecular mechanics calculations has afforded novel insights into the pH dependence of inhibitor interactions with their target. This work raises the possibility of designing inhibitors with different pH binding affinity profiles to the ones described here.


Asunto(s)
Inhibidores de la Proteasa del VIH/farmacología , Proteasa del VIH/metabolismo , Técnicas Biosensibles , Dominio Catalítico/efectos de los fármacos , Proteasa del VIH/química , Inhibidores de la Proteasa del VIH/síntesis química , Inhibidores de la Proteasa del VIH/química , VIH-1/enzimología , Concentración de Iones de Hidrógeno , Cinética , Modelos Moleculares , Resonancia por Plasmón de Superficie
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