Synthesis of fully protected peptides on a tetraethyleneglycol diacrylate (TTEGDA)-crosslinked polystyrene support with a photolytically detachable 2-nitrobenzyl anchoring group

Abstract

1-Chloromethyl-2-nitro tetraethyleneglycol diacrylate (TTEGDA)-crosslinked polystyrene resin was prepared by nitration of chloromethyl (4%) TTEGDA-crosslinked polystyrene resin and used as a photosensitive solid support for the preparation of fully protected peptides. C-protected amino acid esters were attached to resin (1) using large excess of amino acid ester and equivalent amount of triethylamine (TEA). After estimation of first amino acid attachment, the stepwise synthesis of the peptides was carried out using the symmetric anhydride procedure. The fully protected peptides were cleaved from the support by photolysis. The crude product was purified on a silica gel column and characterised by amino acid analysis and tlc.