Wednesday, November 4, 2009
Ballroom A+B (Camino Real Hotel)
Lipopeptides are biologically active compounds which constitute a promising family for future antibiotics and as anchored ligands for directing liposomes to target tissues. In the former application, these compounds possess a novel mechanism of action by inserting into the bacterial membrane and dissipating its trans-membrane potential. Many of the currently available non-lipopeptide antimicrobial agents are highly toxic, non-biodegradable, and cause extensive environmental pollution. Therefore, we are developing a combinatorial library of lipopeptides consisting of a L-cysteine-derived 2,3-substituted thiazolidine-4-carboxylic acid as the core. The final molecule contains two sites for the conjugated peptide: the carboxylic group of cysteine moiety and the amine obtained from a pendant nitrobenzaldehyde function. We report the conjugation of peptides at the carboxylic acid group and our progress on the aryl amine terminus.