Studies by biointeraction chromatography of binding by phenytoin metabolites to human serum albumin

Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences
Corey M OhnmachtDavid S Hage

Abstract

Biointeraction studies based on high performance affinity chromatography were used to investigate the binding of human serum albumin (HSA) to two major phenytoin metabolites: 5-(3-hydroxyphenyl)-5-phenylhydantoin (m-HPPH) and 5-(4-hydroxyphenyl)-5-phenylhydantoin (p-HPPH). This was initially examined by conducting self-competition zonal elution experiments in which m-HPPH or p-HPPH were placed in both the mobile phase and injected sample. It was found that each metabolite had a single major binding site on HSA. Competitive zonal elution experiments using l-tryptophan, warfarin, digitoxin, and cis-clomiphene as site-selective probes indicated that m-HPPH and p-HPPH were interacting with the indole-benzodiazepine site of HSA. The estimated association equilibrium constants for m-HPPH and p-HPPH at this site were 3.2 (+/-1.2)x10(3) and 5.7 (+/-0.7)x10(3)M(-1), respectively, at pH 7.4 and 37 degrees C. Use of these metabolites as competing agents for injections of phenytoin demonstrated that m-HPPH and p-HPPH had direct competition with this drug at the indole-benzodiazepine site. However, the use of phenytoin as a competing agent indicated that this drug had additional negative allosteric interactions on the binding of these metab...Continue Reading

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Citations

Dec 11, 2013·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Ryan MatsudaDavid S Hage
Dec 26, 2015·Biosensors & Bioelectronics·Sutida JansodEric Bakker
May 14, 2010·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Michelle J YooDavid S Hage

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