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Reactions of dehydroascorbic acid with primary aliphatic amines including N alpha-acetyllysine

Author:
Larisch, B., Pischetsrieder, M., Severin, T.
Source:
Journal of agricultural and food chemistry 1996 v.44 no.7 pp. 1630-1634
ISSN:
0021-8561
Subject:
dehydroascorbic acid, ascorbic acid, oxalic acid, amides, Maillard reaction, amines, lysine, amino acid derivatives, ketones, chemical degradation, chemical structure, spectral analysis
Abstract:
The reaction of L-dehydroascorbic acid (DHA) with primary aliphatic amines including N alpha-acetyllysine was examined by HPLC. A new aminoreductone, 2-deoxy-2-(propylamino)ascorbic acid (1) was isolated and the structure elucidated by spectroscopic data. Furthermore oxalic acid mono-(2) and diamides (3) were identified as important degradation products of DHA under Maillard conditions. 3-Deoxy-3-(alkylamino)ascorbic acids (4), typical condensation products of L-ascorbic acid and amines, were also detected in the reaction mixtures of DHA. All products are formed under oxidative and nonoxidative conditions from DHA.
Agid:
1368969