Synthesis of Some Disaccharides Containing anl-Rhamnopyranosylorl-Mannopyranosyl Residue, and the Substrate-specificity of α-l-Rhamnosidase fromAspergillus niger

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Abstract
In order to investigate the substrate-specificity of α-l-rhamnosidase from Aspergillus niger, the following disaccharides were synthesized: 2-O-α-l-rhamnopyranosyl-α-d-fucopyranose (1), methyl 4-O-α-l-rhamnopyranosyl-β-l-arabinopyranoside (2), methyl 2-0-α-l-rhamnopyranosyl-α-l-rhamnopyranoside (3) and 6-O-α-l-mannopyranosyl-d-glucopyranose (4). The action of α-l-rhamnosidase on compounds 1~4 and another fifteen disaccharides containing α- or β-l-rhamnopyranosidic bonds or an α-l-mannopyranosidic bond was examined. As the result, all the disaccharides having an α-l-rhamnopyranosidic linkage were hydrolyzed well, while the ones having β-l-rhamnopyranosidic or α-l-mannopyranosidic linkage could not be hydrolyzed at all. Accordingly, this enzyme might be used for the determination of anomeric configurations of the l-rhamnopyranosidic bond, although further studies on the specificity of the enzyme are required.

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