Isotope edited NMR studies of glycosidases: design and synthesis of a novel glycosidase inhibitor

N- 13C-methyl-deoxynojirimycin was synthesized and used in isotope-edited NMR studies to probe the binding site of an α-glucosidase. Results from this analysis led to the design and preparation of a novel α-glucosidase inhibitor, N-glycyl deoxynojirimycin. N-glycyl deoxynojirimycin, a novel α-glucos...

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Veröffentlicht in:	Bioorganic & medicinal chemistry letters 1999-05, Vol.9 (9), p.1255-1260
Hauptverfasser:	Hines, Jennifer V., Chang, Heesun, Gerdeman, Melinda S., Warn, Dana E.
Format:	Artikel
Sprache:	eng
Schlagworte:	1-Deoxynojirimycin - analogs & derivatives Biological and medical sciences Dose-Response Relationship, Drug General and cellular metabolism. Vitamins Glucosamine - analogs & derivatives Glucosamine - chemical synthesis Glycoside Hydrolases - antagonists & inhibitors Glycoside Hydrolases - chemical synthesis Glycoside Hydrolases - chemistry Kinetics Magnetic Resonance Spectroscopy Medical sciences Multigene Family Pharmacology. Drug treatments Protein Binding Saccharomyces cerevisiae - enzymology
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Zusammenfassung:	N- 13C-methyl-deoxynojirimycin was synthesized and used in isotope-edited NMR studies to probe the binding site of an α-glucosidase. Results from this analysis led to the design and preparation of a novel α-glucosidase inhibitor, N-glycyl deoxynojirimycin. N-glycyl deoxynojirimycin, a novel α-glucosidase inhibitor, was developed using information from an isotope-edited NMR study of an inhibitor/glucosidase complex.
ISSN:	0960-894X 1464-3405
DOI:	10.1016/S0960-894X(99)00175-4