title: Methyl 4-O-(4-alpha-D-glucopyranosyloxy-4-methoxybutyl)-alpha-D-+ ++glucopyranosi de, a modified oligosaccharide for studying interactions of carbohydrates with multisite proteins.
abstract: Methyl 4-O-(4-alpha-D-glucopyranosyloxy-4-methoxybutyl)-alpha-D-glu copyranoside (9) was synthesised by transacetalation from methyl 2,3,6-tri-O-acetyl-4-O-(4,4-dimethoxybutyl)-alpha-D-glucopyranosid e and trimethylsilyl 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranoside followed by removal of the blocking groups. Compound 9, which is methyl alpha-maltotrioside modified by replacing the middle D-glucosyl residue with an acyclic spacer, competitively inhibits the hydrolysis of p-nitrophenyl alpha-maltotrioside by porcine alpha-amylase.
mesh_terms: D000818:Animals; D002849:Chromatography, Gas; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008757:Methylglucosides / Q000138:chemical synthesis*; D008759:Methylglycosides / Q000138:chemical synthesis*; D009844:Oligosaccharides / Q000138:chemical synthesis*; D010179:Pancreas / Q000201:enzymology; D011485:Protein Binding; D011506:Proteins / Q000378:metabolism*; D013329:Structure-Activity Relationship; D013552:Swine; D000516:alpha-Amylases / Q000378:metabolism
chemical_list: D007202:Indicators and Reagents; D008757:Methylglucosides; D008759:Methylglycosides; D009844:Oligosaccharides; D011506:Proteins; C043905:methyl 4-O-(4 alpha-glucopyranosyloxy-4-methoxybutyl)-alpha-glucopyranoside; D000516:alpha-Amylases