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Glucopyranose Spirohydantoins: Specific Inhibitors of Glycogen Phosphorylase
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1997
Year
BiosynthesisBioorganic ChemistryGlucopyranose 1βBiochemistryPharmaceutical ChemistryNatural SciencesMedicineGlycobiologyPyranose RingGlucopyranose SpirohydantoinsNatural Product BiosynthesisChemical BiologyPharmacologyEnzymatic ModificationHydantoin RingCarbohydrate-protein InteractionDrug DiscoveryGlycosylation
A short synthesis of the spirohydantoin of glucopyranose 1β [a potent and specific inhibitor of glycogen phosphorylase], together with its inactive anomer 1α, from a readily available heptonolactone is described; this is the first synthesis of a spirohydantoin of a pyranose in which the pyranose ring is formed after the hydantoin ring.