By Amadori Reaction

By Amadori Reaction. — 1-Amino-1-deoxy-D-fnictose derivatives (Amadori compounds) have been prepared by reaction of D-glucose vith a series of aliphatic amino acids (e.g. glycine, P-alanine, y-aminobutyric acid, 5-aminovaleric acid, e-aminocaproic acid and AT-formyl-L-lysine), and characterized by H- and C-n.m.r. and FAB-mass spectrometry and pH-potentiometric titration. The P-pyranose form dominates in aqueous solution. The basicity of the amino-group in these compounds is decreased (by -1.5 of the IKa value) relative to the parent amino acid. The formation of l-)V-butylamino-l-deoxy-4-0-(a-D-glucopyranosyl)-D-fructose by Amadori reaction of maltose and butylamine, and its conversion to the amino-reductone 23 have been reported. ... 

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