Arylphosphonium salts conjugated to polypeptides

CHED 288

Sam Adediron, SADEDIRAN_8341@RIC.EDU, John C. Williams Jr., jcwilliams@ric.edu, and Jason Henkler, jcwilliams@ric.edu. Physical Sciences Department, Rhode Island College, 600, 600 Mt Pleasant Ave, Providence, RI 02908
Arylphosphonium salt polypeptide conjugates were synthesized by solid-state polypeptide synthesis and analyzed by IR, NMR, MS and HPLC. After coupling a sequence of amino acids to make polypeptides bound to a resin bead the chain was capped with a triarylphosphonium–p-toluic acid. The finished polymers were then cleaved from the beads and isolated as solids. Molecular mechanics calculations of interactions with DNA showed both electrostatic and minor groove binding that were strongly dependent on the composition of the polypeptide part of the molecule.