Studies on Browing Reactions between Sugars and Amino Compounds

Part III. Identification of Red Pigments and Furfural Produced from Aromatic Amine-N-Xylosides

Abstract

Aromatic amine-N-xylosides were found to produce both melanoidins and red pigments in methanol solution acidified with hydrogen chloride at 25° From N-D-xylosyl-p-aminobenzoic acid, 1-p-carboxyphenylimino-5-p-carboxyphenylamino-2-hydroxypenta-2, 4-diene hydrochloride, and from N-D-xylosylaniline, 1-phenylimino-5-phenylamino-2-hydroxypenta-2, 4-diene hydrochloride were isolated and identified respectively. And further, furfural formed from N-D-xylosyl-PABA or N-D-xylosylaniline under the same condition was identified as 2, 4-dinitrophenyl-hydrazone of which anti-form and syn-form were clearly separated by adsorption chromato-graphy with alumina.