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Synthesis of S-alkylated sulfonium-ions and their glucosidase inhibitory activities against recombinant human maltase glucoamylase by Sankar Mohan; Lyann Sim; David R. Rose; B. Mario Pinto is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.

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The syntheses of nine S-alkylated, cyclic sulfonium-ions with varying alkyl chain lengths, as mimics of N-alkylated imino sugars, and their glucosidase inhibitory activities are described. The target compounds were synthesized by alkylation of 2,3,5-tri-Obenzyl-1,4-anhydro-4-thio-D D-arabinitol at the ring sulfur atom using various alkyl halides, followed by deprotection using boron trichloride. Enzyme inhibitory assays against recombinant human maltase glucoamylase (MGA), a critical enzyme in the small intestine involved in the breakdown of glucose oligosaccharides into glucose itself, shows that they are effective inhibitors of MGA with K i values ranging from 6 to 75 lM.

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Author

Sankar Mohan; Lyann Sim; David R. Rose; B. Mario Pinto

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0008-6215)

Published

2007

Language

EN

Field

Biochemistry, Genetics and Molecular Biology (Life Sciences)