SYNTHESIS OF ALPHA-L-MANNOPYRANOSYL-CONTAINING DISACCHARIDES AND PHENOLS AS SUBSTRATES FOR THE ALPHA-L-MANNOSIDASE ACTIVITY OF COMMERCIAL NARINGINASE

In order to clarify the substrate specificity of the alpha-L-mannosida se activity of naringinase (Sigma), the following disaccharides and ph enol glycosides were freshly prepared: methyl 2-O-(alpha-L-mannopyrano syl)-beta-D-glucoside (1), methyl 3-O-(alpha-L-mannopyranoSyl)-alpha-D -glucoside (2), methyl 4-O-(alpha-L-Mannopyranosyl)-alpha-D-glucoside (3), methyl 5-O-(alpha-L-mannopyranosyl)-beta-D-glucoside (4), methyl 6-O-(alpha-L-mannopyranosyl)-alpha-D-glucoside (5), 6-O-(alpha-L-mannp yranosyl)-D-galaCtose (6), p-nitrophenyl alpha-L-mannoside (7), and 4- methyl umbelliferone alpha-L-mannoside (8). These compounds, except fo r 3 and 5, were hydrolyzed with naringinase.