Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
Synthesis of Some Disaccharides Containing an L-Rhamnopyranosyl or L-Mannopyranosyl Residue, and the Substrate-specificity of α-L-Rhamnosidase from Aspergillus niger
Shintaro KAMIYASachiko ESAKIReiko TANAKA
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1985 Volume 49 Issue 1 Pages 55-62


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-Lrhamnopyranoside (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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