Modeling revealed circular dichroism for quinacrine in the presence of heparin.
A simple model is presented that accounts for revealed circular dichroism signals that are observed as a function of enantiopreferential drug binding to a chiral selector. According to this model, the intensity of such signals depends heavily on the differences in enantiomer-selector association constants as well as the differences in bound vs. unbound molar ellipticity values for the chromophore containing species. The proposed model is supported by circular dichroism and capillary electrophoresis results obtained using quinacrine, a tricyclic, antimalarial drug, and heparin, a highly-sulfated glycosaminoglycan. This strategy also explores the role that revealed circular dichroism may play in the optical activity observed for some drugs in the presence of heparin, as has previously been illustrated for chiral drugs in the presence of DNA.
University of Cincinnati, Department of Chemistry, 404 Crosley Tower, Cincinnati, OH 45221, USA.
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Stanley
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Stalcup
D000962:Antimalarials / Q000737:chemistry*; D002942:Circular Dichroism; D019075:Electrophoresis, Capillary; D006493:Heparin / Q000737:chemistry*; D007536:Isomerism; D008956:Models, Chemical; D011796:Quinacrine / Q000737:chemistry*
D000962:Antimalarials; D006493:Heparin; D011796:Quinacrine