A comparison of rigid and flexible crosslinked polymer-supported peptide synthesis

Abstract

To correlate the coupling difficulty and nature of the support in solid-phase peptide synthesis, a set of difficult peptides were built under identical conditions on rigid and hydrophobic divinyl benzene-crosslinked polystyrene (DVB–PS) and flexible and polar 1,4-butanediol dimethacrylate-crosslinked polystyrene (BDDMA–PS) resins of same functional capacity (∼2 mmol/g). The difficult coupling stages observed on each support were identified by monitoring the acylation time, coupling yield and deprotection efficiency. The yield and purity of the peptides prepared on BDDMA–PS were higher than when DVB–PS support was used.