Design, synthesis, and characterization of heparin-binding peptoids.

A series of N-substituted glycine oligomers (peptoids) of varying length and side chains was synthesized with the aim of producing peptidomimetics that would bind with high affinity to heparin and thereby neutralize its anticoagulant activity. To this end, a library of 29 peptoids was synthesized using solid phase synthesis methodologies. The general design of the peptoids was the repeating trimer sequence N(cationic side chain)-N(alkyl or benzyl side chain)-N(α-chiral side chain), where the monomers are N-substituted glycine residues bearing the indicated side chains.