Quantification of chemically reducing species in the phosphate ion catalyzed degradation of reducing sugars.
Chemically reducing species formed during phosphate ion catalyzed degradation of reducing sugars were directly quantified by titration with 2,6-dichloroindophenol (Tillman's reagent) and by measurement of open circuit electrical redox potentials. Both techniques demonstrated a time-dependent increased production of chemically reducing species in 0.1 M phosphate buffer at 100 degrees C and the increasingly negative redox potentials observed were consistent with the formation of reductones. Cyclic voltammetry (CV) was investigated in an attempt to generate and observe the sugar-derived highly reactive reducing species in situ. CV analysis of a model Amadori compound, N-(1-deoxyfructos-1-yl)piperidine, indicated oxidative waves consistent with reductone formation, but chemical instability of the oxidation products formed precluded the electrochemical detection of highly electrophilic reducing species such as reductones.
Rizzi
George P
GP
Department of Chemistry, Miami University Middletown, Middletown, Ohio 45042, USA. georgerizzi@yahoo.com
Amba
Eme E
EE
Heineman
William R
WR
D002241:Carbohydrates / Q000737:chemistry*; D002384:Catalysis; D010084:Oxidation-Reduction; D010710:Phosphates / Q000737:chemistry*
D002241:Carbohydrates; D010710:Phosphates