NEW ENZYMATIC PROTECTING GROUP TECHNIQUES FOR PEPTIDE AND CARBOHYDRATE CHEMISTRY

New methods are reported to establish enzymatic techniques for the chemo- and regioselective functionalization of carbohydrates, peptides and glycoconjugates. The N-terminal deprotection of peptides is achieved via hydrolysis of phenylacetamides, employing penicillin G acylase as biocatalyst. The C-terminal carboxyl function of peptides and O-glycopeptides is liberated by the lipase-mediated hydrolysis of heptyl esters. Penicillin G acylase and citrus acetylesterase are used to effect the chemo- and regioselective removal of phenylacetyl and acetyl blocking groups, respectively from differently protected carbohydrates