Collect. Czech. Chem. Commun. 1995, 60, 95-103

Enzymatically Catalyzed Generation of Electronically Excited States in a Synthetic Copolymer with a Schiff Base in Pendant Groups

Robert Zoulíka, Zdeněk Pavlíčeka, Jiří Vohlídala and Vladimír Šubrb

a Department of Physical and Macromolecular Chemistry, Charles University, 128 40 Prague 2, Czech Republic
b Institute of Macromolecular Chemistry, Academy of Sciences of the Czech Republic, 162 06 Prague 6, Czech Republic


The copolymer of N-(2-hydroxypropyl)methacrylamide and N-[N-(N-methacryloylglycyl)glycyl]hexane- 1,6-diamine (17.6 mole %) was prepared as a model compound for investigation of the mechanism of enzymatically catalyzed generation of electronically excited states in proteins. The amino end groups of the copolymer side chains were transformed into a Schiff base by reaction with glycolaldehyde. The modified copolymer was characterized by its ultraviolet, visible and fluorescence spectra. The enzymatically catalyzed oxidation of the modified copolymer was carried out in a phosphate buffer at pH 7 using horseradish peroxidase as the enzyme. The generation of electronically excited states was demonstrated by chemiluminescence measurement and by a spectroscopic procedure based on transfer of the excitation energy to bilirubin.