TETRAETHYLENEGLYCOL DIACRYLATE (TTEGDA)-CROSS-LINKED POLYSTYRENE RESIN AS AN EFFICIENT SOLID SUPPORT FOR GEL PHASE PEPTIDE-SYNTHESIS

Various applications of the newly developed tetraethyleneglycol diacry late (TTEGDA)-crosslinked polystyrene resin are illustrated by the syn thesis of model peptides, fully protected peptides, peptide amides and biologically important sequences. PS-TTEGDA resin was prepared by sus pension polymerization of styrene and TTEGDA and functionalized with c hloromethyl, 4-cholromethyl-3-nitro, aminomethyl, alpha-bromopropionyl , alpha-aminopropionyl, 4-bromomethyl 3-nitrobenzamido, 4-aminomethyl- 3-nitrobenzsinido groups. Peptide synthesis was carried out using thes e modified resins by standard solid phase methodology Coupling and dep rotection in this synthetic strategy went to near completion showing t he positive role of hydrophilic and flexible crosslinking agent TTEGDA in facilitating gel phase reactions. The peptides were removed from t he support by photolysis, trifluoroacetic-acid (TFA) treatment, trans- esterification or ammonolysis in high purity and yield. The crude pept ides were purified by column chromatography/FPLC and characterized by aminoacid analysis, sequencing or H-1-NMR.