Optimization in peptide synthetic conditions of 1,4-butanediol dimethacrylate cross-linked polystyrene resin and its efficiency in solid phase peptide synthesis

Abstract

A 1,4-butanediol dimethacrylate cross-linked polystyrene (PS–BDODMA) support was prepared by aqueous suspension polymerization. The C-terminal amino acid incorporation, N_α-Fmoc and Boc-deprotection, acylation reactions and the removal of the target peptide from the support were optimized. The efficiency of the support was demonstrated by synthesizing leucyl-alanyl-glycyl-valine, acyl carrier protein fragment (65–74) and a 25-residue peptide fragment designed from the NS1 region of hepatitis C viral polyprotein under optimal reaction conditions. The efficiency of the polymer support was compared with commercially available Merrifield and Sheppard resins by synthesizing the same peptides under the identical conditions. The purity of these peptides was checked by HPLC and the structures of the peptides were established by amino acid analysis and MALDI TOF MS.