title: Inhibition of N-acetylglucosamine kinase and N-acetylmannosamine kinase by 3-O-methyl-N-acetyl-D-glucosamine in vitro.
abstract: During the search for inhibitors of N-acetylneuraminic acid biosynthesis, it was shown that 3-O-methyl-N-acetylglucosamine competitively inhibits the N-acetylglucosamine kinase of rat liver in vitro with a Ki value of 17 microM. N-Acetylmannosamine kinase is inhibited non-competitively with a Ki value of 80 microM. In a human hepatoma cell line (HepG2), 3-O-methyl-N-acetyl-D-glucosamine (1 mM) inhibits the incorporation of 14C-N-acetylglucosamine and 14C-N-acetylmannosamine into cellular glycoproteins by 88% and 70%, respectively.
authors.affiliation: Institut für Molekularbiologie und Biochemie, Freien Universität Berlin, Federal Republic of Germany.
authors.forename: R
authors.initials: R
authors.lastname: Zeitler
authors.forename: A
authors.initials: A
authors.lastname: Giannis
authors.forename: S
authors.initials: S
authors.lastname: Danneschewski
authors.forename: E
authors.initials: E
authors.lastname: Henk
authors.forename: T
authors.initials: T
authors.lastname: Henk
authors.forename: C
authors.initials: C
authors.lastname: Bauer
authors.forename: W
authors.initials: W
authors.lastname: Reutter
authors.forename: K
authors.initials: K
authors.lastname: Sandhoff
mesh_terms: D000117:Acetylglucosamine / Q000031:analogs & derivatives* / Q000037:antagonists & inhibitors / Q000378:metabolism / Q000494:pharmacology; D000818:Animals; D001667:Binding, Competitive; D002470:Cell Survival; D006023:Glycoproteins / Q000378:metabolism; D006595:Hexosamines / Q000037:antagonists & inhibitors / Q000378:metabolism; D006801:Humans; D008099:Liver / Q000187:drug effects / Q000201:enzymology*; D019158:N-Acetylneuraminic Acid; D010770:Phosphotransferases / Q000037:antagonists & inhibitors*; D017853:Phosphotransferases (Alcohol Group Acceptor); D051381:Rats; D011919:Rats, Inbred Strains; D012794:Sialic Acids / Q000037:antagonists & inhibitors / Q000096:biosynthesis; D014407:Tumor Cells, Cultured
chemical_list: D006023:Glycoproteins; D006595:Hexosamines; D012794:Sialic Acids; C014088:methyl-2-acetamido-2-deoxy-D-glucopyranoside; D010770:Phosphotransferases; D017853:Phosphotransferases (Alcohol Group Acceptor); C018716:N-acetylglucosamine kinase; C018765:N-acylmannosamine kinase; D019158:N-Acetylneuraminic Acid; D000117:Acetylglucosamine; C002022:N-acetylmannosamine