Abstract
We designed and synthesized hydrogen bond based probes 1-8 with the exception of known glycosidase inhibition mechanisms, and aglycon specificity of 11 different sources of alpha-glucosidases were investigated using their probes. Probe 4 (2,6-anhydro-1-deoxy-1-[(1-oxopentyl-5-hydroxy)amino]-D-glycero-D-ido-heptitol) showed a potent inhibition of S. cerevisiae alpha-glucosidase among all alpha-glucosidases. Probe 4 was found to be a competitive inhibitor for S. cerevisiae alpha-glucosidase with Ki 0.13 mM.
MeSH terms
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1-Deoxynojirimycin
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Animals
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Drug Design
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Geobacillus stearothermophilus / drug effects
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Geobacillus stearothermophilus / enzymology
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Glucosamine / analogs & derivatives*
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Glucosamine / chemistry
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Glycoside Hydrolase Inhibitors*
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Heptoses / chemical synthesis
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Heptoses / chemistry
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Heptoses / pharmacology*
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Hydrogen Bonding
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Microbial Sensitivity Tests
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Molecular Conformation
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Saccharomyces cerevisiae / drug effects
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Saccharomyces cerevisiae / enzymology
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Structure-Activity Relationship
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Substrate Specificity / drug effects
Substances
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Glycoside Hydrolase Inhibitors
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Heptoses
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deoxynojirimycine
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1-Deoxynojirimycin
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Glucosamine