Abstract
The diastereoselectivity of the enzymatic hydrolyses of 4-nitrophenyl 6-deoxy-6-methyl-( R)- and ( S)-sulfinyl-β- d-galactopyranoside ( 1a,b), 4-nitrophenyl 7-deoxy- d- and l- glycero-β- d- galacto-heptopyranoside ( 2a,b) and 4-nitrophenyl 6,7-anhydro- d- and l- glycero-β- d- galacto-heptopyranoside ( 3a,b) was investigated using a range of crude glycosidase preparations. It was shown that the enzymes display a high degree of discrimination between diastereomers thereby demonstrating the utility of glycosidases for the diastereomeric resolution of unnatural 6-substituted monosaccharide derivatives.
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