title: Disaccharides as endomannosidase inhibitors: syntheses of alpha-homomannojirimycin and beta-homomannojirimycin linked to D-glucose and D-mannose.
abstract: 4-O-(alpha-D-Glucopyranosyl)-alphaHMJ (Glcalpha1,4HMJ), 4-O-(alpha-mannopyranosyl)-alphaHMJ (Manalpha1,4alphaHMJ), 4-0-(alpha-glucopyranosyl)-betaHMJ (Glcalpha1,4betaHMJ), and 4-0-(alpha-mannopyranosyl)-betaHMJ (Manalpha1, 4betaHMJ) were synthesized as endomannosidase inhibitors which are potentially useful both for probing the pathways of N-linked glycoprotein processing and for the chemotherapy of some viral diseases.
authors.affiliation: School of Pharmaceutical Sciences, University of Shizuoka, Japan.
authors.forename: Y
authors.initials: Y
authors.lastname: Suhara
authors.forename: K
authors.initials: K
authors.lastname: Achiwa
mesh_terms: D017485:1-Deoxynojirimycin / Q000031:analogs & derivatives; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000494:pharmacology; D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000138:chemical synthesis* / Q000494:pharmacology*; D005947:Glucose / Q000737:chemistry* / Q000494:pharmacology*; D050112:Imino Pyranoses; D008358:Mannose / Q000737:chemistry* / Q000494:pharmacology*; D008361:Mannosidases / Q000037:antagonists & inhibitors*; D008969:Molecular Sequence Data; D010880:Piperidines / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000998:Antiviral Agents; D004187:Disaccharides; D050112:Imino Pyranoses; D010880:Piperidines; C093741:homomannojirimycin; D017485:1-Deoxynojirimycin; D008361:Mannosidases; D005947:Glucose; D008358:Mannose