| Abstract
| - Chemoenzymatic parallel synthesis and high-throughput screening were employed to developa multivalent aminoglycoside−polyamine library for use as high-affinity cation-exchange displacers andDNA-binding ligands. Regioselective lipase-catalyzed acylation, followed by chemical aminolysis, was usedto generate vinyl carbonate and vinyl carbamate linkers, respectively, of the aminoglycosidic cores. Thesewere further derivatized with polyamines, leading to library generation. A parallel batch-displacement assaywas employed to identify the efficacy of the library candidates as potential displacers for protein purification.Using this approach, low-molecular-mass displacers with affinities higher than those previously observedhave been identified. The aminoglycoside−polyamine library was also screened for DNA binding efficacyusing an ethidium bromide displacement assay. These highly cationic molecules exhibited strong DNA-binding properties and may have potential for enhanced gene delivery.
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