Selective enzymatic removal of protecting groups: The phenylacetamide as amino protecting group in phosphopeptide synthesis

Article abstract of DOI:10.1016/S0040-4039(96)02041-2

The phenylacetamido (PhAc) amino protecting group can be removed from sensitive phosphopeptides by means of penicillin G acylase under mild conditions (pH 6.5, room temperature) and without attack on the peptide bonds, the C-terminal esters or the phosphates. In particular, under the conditions of the enzymatic reactions a β-elimination of the phosphate does not occur.