This lecture will describe out studies employing catalysts for the selective alteration of the complex glycopeptides vancomycin and teicoplanin.  In particular, catalysts that emerged from both combinatorial screening, as well as rational design will be presented.  In the latter case, we will detail our efforts to co-opt the molecular mechanism of biological activity for the orthogonal goal of chemical derivatization of the structure.  In addition to showing our results for various classes of bond forming reactions, we will present mechanistic studies that support some of the aspects of our original hypotheses.  The antibacterial activities of the new analogs we have synthesized will be presented in cases where we know them. <br/><br/>

Catalytic site-selective alterations of complex glycopeptide antibiotics

251st National Meeting (2016)

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