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ABSTRACT:We have prepared a new L-lysine based N-carboxyanhydride monomer containing a photolabile onitrobenzyloxycarbonyl protecting group. This monomer was used to prepare poly(L-lysine)-block-poly(oNB-L-lysine) block copolypeptides that formed hydrogels with tunable physical properties and the capability to be degraded by UV irradiation. In these materials, the oNB-lysine residues were found to be excellent surrogates for the hydrophobic residues typically used to form block copolypeptide hydrogels, thus adding functionality without adversely altering self-assembly characteristics. Upon irradiation, full cleavage of the o-nitrobenzyloxycarbonyl groups was observed, resulting in dissolution of the product, poly(L-lysine), and complete hydrogel disruption. When dye molecules were entrapped in the hydrogels, photolysis resulted in release and mixing of these molecules with surrounding media.