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ID: ALA1132066

Journal: Bioorg Med Chem Lett

Title: Synthesis of alpha-C(1-->3)-mannopyranoside of N-acetylgalactosamine, a new beta-galactosidase inhibitor.

Authors: Pasquarello C, Demange R, Vogel P.

Abstract: Radical C-glycosidation of a 3-methylidene-7-oxabicyclo[2.2.1]heptan-2-one derivative with acetobromomannose gave a alpha-C-mannopyranoside that was converted into alpha-D-ManpCH2(1-->3)-D-GalNAc, a C-disaccharide that inhibits beta-galactosidase from jack bean with IC50 = 9.4 microM and Ki = 7.5 microM (mixed mode of inhibition).

CiteXplore: 10201849

DOI: 10.1016/s0960-894x(99)00064-5