Abstract
The orbital (negative hyperconjugation) contribution to the generalized anomeric effect is highly increased in bicyclic gem-diamines with a pseudoamide-type endocyclic nitrogen atom, which has been exploited for the stereoselective synthesis of configurationally stable alpha-N-linked azadisaccharide heteroanalogues of the natural disaccharides maltose and isomaltose as aglycon-sensitive inhibitors of isomaltase.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Diamines / chemistry*
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Enzyme Inhibitors / chemical synthesis*
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / pharmacology
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Glucosamine / analogs & derivatives*
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Glucosamine / chemical synthesis
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Glucosamine / chemistry
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Isomaltose / chemical synthesis*
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Isomaltose / chemistry
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Isomaltose / pharmacology
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Maltose / chemical synthesis*
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Maltose / chemistry
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Maltose / pharmacology
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Molecular Mimicry*
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Oligo-1,6-Glucosidase / antagonists & inhibitors*
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Stereoisomerism
Substances
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Diamines
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Enzyme Inhibitors
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Isomaltose
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Maltose
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glucopyranosylamine
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Oligo-1,6-Glucosidase
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Glucosamine