Co-Authors:
Fadida, T., Department of Food Quality and Safety, Agricultural Research Organization, The Volcani Center, Bet-Dagan, Israel, Institute of Biochemistry, Food Science and Nutrition, Faculty of Agriculture, Food and Environment, The Hebrew University of Jerusalem, Rehovot, Israel
Selilat-Weiss, A., Department of Food Quality and Safety, Agricultural Research Organization, The Volcani Center, Bet-Dagan, Israel, Institute of Biochemistry, Food Science and Nutrition, Faculty of Agriculture, Food and Environment, The Hebrew University of Jerusalem, Rehovot, Israel
Poverenov, E., Department of Food Quality and Safety, Agricultural Research Organization, The Volcani Center, Bet-Dagan, Israel
Abstract:
In this paper, a new type of controlled-release system was prepared by the covalent attachment of a volatile antifungal agent, hexanal, to the biodegradable polymer chitosan. Polysaccharide chitosan was reacted with hexyl aldehyde in Schiff base reaction to form iminated N-hexylimine-chitosan (NHIC). Physical and mechanical properties of the modified polymer films were studied and compared to those of unmodified chitosan. An aqueous solution of HCl (3M) was used to catalyze the hydrolysis of imine bonds, to yield regenerated chitosan and released hexanal. The release of hexanal was examined using headspace gas chromatography. The antifungal activity of N-hexylimine-chitosan film was demonstrated on harvested wheat. Acidic stimulation resulted in release of hexanal in the grain storage container and a significant (up to 10-fold) decrease in the mold occurrence on the grain.The presented controlled-release system is based on dynamic covalent bonding. The formation of a stable covalent bond completely prevents the escape of active compound and can, however, be easily hydrolyzed. This approach may be a considerable tactic for the controlled release of volatile active agents. © 2015 Elsevier Ltd.