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All About Keana Bastidas: Biography, Achievements, And Legacy
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Published in final edited form as: J Med Chem. 2009 Jan 22;52(2):544–550. doi: 10.1021/jm801033c
Abstract
Adamantane scaffolds for affinity maturation of prostate cancer specific ligands of low molecular mass are described. These scaffolds are modular and can be used for conjugation of up to three ligands and an additional effector molecule by standard peptide coupling techniques. The potential of the scaffolds is demonstrated with the multimerization of GPI 1, a prostate cancer specific small molecule. A detailed study of multimerized GPI conjugates with NIR-fluorophores and their binding properties to different prostate cancer cell lines shows the specific binding of these conjugates to cell types positive for prostate specific membrane antigen (PSMA). We demonstrate that these conjugates allow the sensitive imaging of prostate cancer cells with NIR methodology and suggest that our adamantane scaffolds might be generally useful for affinity maturation of small molecules targeting cell surface epitopes.
Keywords: medicinal chemistry, membrane proteins, multivalency, tumor targeting, hydrocarbons
Introduction
Finding a cure for most cancer types has been difficult, and thus far, in most cases unsuccessful. One of