Formation of Three-carbon Sugar Fragment at an Early Stage of the Browning Reaction of Sugar with Amines or Amino Acids
- 1 August 1986
- journal article
- research article
- Published by Oxford University Press (OUP) in Agricultural and Biological Chemistry
- Vol. 50 (8) , 1959-1964
- https://doi.org/10.1080/00021369.1986.10867691
Abstract
Formation of a product easily converted to methylglyoxal on TLC with silica gel was observed in an early stage of the reaction mixture of sugar with an alkylamine or amino acid. NMR spectra of the ether extract of reaction mixtures indicated that methylglyoxal dialkylimme was produced mainly at an early stage of the reaction of glucose with alkylamine, and was assumed to change to methylglyoxal on the TLC. The C3 imine production in the t-butylamine system was apparently little and slow compared to that in the normal alkylamine system. A large, rapid production of C3 imine was also observed in the system of the Amadori product and n-butylamine. These results suggested that the C3 formation in the system with normal alkylamine may occur mainly via a newly proposed mechanism, though the ¿-butylamine system may possibly produce it according to the scheme proposed by Hodge.This publication has 4 references indexed in Scilit:
- Formation of theN,N′-Dialkylpyrazine Cation Radical from Glyoxal Dialkylimine Produced on Reaction of a Sugar with an Amine or Amino AcidAgricultural and Biological Chemistry, 1985
- On the Mechanism of Free Radical Formation during Browning Reaction of Sugars with Amino CompoundsAgricultural and Biological Chemistry, 1981
- Formation of Two-Carbon Sugar Fragment at an Early Stage of the Browning Reaction of Sugar with AmineAgricultural and Biological Chemistry, 1980
- Electron spin resonance spectral study on the structure of the novel free radical products formed by the reactions of sugars with amino acids or aminesJournal of Agricultural and Food Chemistry, 1977