Characterization of fumonisin B1-glucose reaction kinetics and products
2002
Lu, Y. | Clifford, L. | Hauck, C.C. | Hendrich, S. | Osweiler, G. | Murphy, P.A.
The reaction of fumonisin B1 with the reducing sugar D-glucose can block the primary amine group of fumonisin B1 and may detoxify this mycotoxin. A method to separate hundred milligram quantities of fumonisin B1-glucose reaction products from the excess D-glucose with a reversed-phase C18 cartridge was developed. Mass spectrometry revealed that there were four primary products in this chain reaction when fumonisin B1 was heated with D-glucose at 65 degrees C for 48 h: N-methyl-fumonisin B1, N-carboxymethyl-fumonisin B1, N-(3-hydroxyacetonyl)-fumonisin B1, and N-(2-hydroxy, 2-carboxyethyl)-fumonisin B1. The N-(1-deoxy-D-fructos-1-yl) fumonisin B1 (fumonisin B1-glucose Schiff's base) was detected by mass spectrometry when fumonisin B1 was heated with D-glucose at 60 degrees C. The nonenzymatic browning reaction of fumonisin B1 with excess D-glucose followed apparent first-order kinetics. The activation energy, E(a), was 105.7 kJ/mol. Fumonisin B1 in contaminated corn could precipitate the nonenzymatic browning reaction with 0.1 M D-glucose at 60 and 80 degrees C.
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