methyl 2-acetamido-2-deoxy-alpha-d-glucopyranoside
methyl 2-acetamido-2-deoxy-alpha-d-glucopyranoside structure
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Common Name | methyl 2-acetamido-2-deoxy-alpha-d-glucopyranoside | ||
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| CAS Number | 6082-04-8 | Molecular Weight | 221.208 | |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 595.4±50.0 °C at 760 mmHg | |
| Molecular Formula | C8H15NO6 | Melting Point | 186-187ºC | |
| MSDS | USA | Flash Point | 313.9±30.1 °C | |
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Binding of simple carbohydrates and some of their chromophoric derivatives to soybean agglutinin as followed by titrimetric procedures and stopped flow kinetics.
J. Biol. Chem. 259(11) , 7067-74, (1984) The number of carbohydrate-binding sites of the GalNAc-specific lectin is four per tetramer. The binding parameters of N-acetyl-D-galactosamine and methyl-N-acetyl-alpha-D- galactosaminide , were determined by titrating the perturbation in the absorption spec... |
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Novel O-linked carbohydrate chains in the cellulase complex (cellulosome) of Clostridium thermocellum. 3-O-Methyl-N-acetylglucosamine as a constituent of a glycoprotein.
J. Biol. Chem. 264(2) , 1027-35, (1989) Alkaline borohydride treatment of the cellulosome of Clostridium thermocellum yielded two major oligosaccharide-alditols, namely D-Galp-beta(1----4)-D-GalOH and (formula; see text) The compounds, isolated via gel permeation chromatography and high performance... |
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Gas--liquid chromatography and mass spectrometry of methylated and acetylated methyl glycosides. Application to the structural analysis of glycoprotein glycans.
Anal. Biochem. 116(2) , 489-502, (1981) The mass spectra of 52 partially methylated and acetylated methyl glycosides of galactose, mannose, glucose, and N-acetylglucosamine have been determined. Each derivative was identified on the basis of its gas-liquid chromatography retention time and mass spe... |
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Carbohydrate binding properties of th Dolichos biflorus lectin and its subunits.
J. Biol. Chem. 256(5) , 2367-70, (1981) Equilibrium dialysis studies on the binding of the Dolichos biflorus lectin with [14C]methyl alpha-D-GalNAc showed that the lectin has two combining sites/molecule and an intrinsic association constant at 3 degrees C of 4.2 X 10(3) liters mol-1. Binding studi... |
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Selective pivaloylation of 2-acetamido-2-deoxy sugars.
Carbohydr. Res. 182(2) , 197-205, (1988) Selective pivaloylation of 2-acetamido-2-deoxy-D-glucose, its methyl alpha- and beta-glycosides, and the methyl alpha-glycoside of N-acetyl-D-muramic acid under various conditions has been studied. The structures of the products were established by 1H-n.m.r. ... |
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Structure of a triphosphonopentaosylceramide containing 4-O-methyl-N-acetylglucosamine from the skin of the sea hare, Aplysia kurodai.
J. Biol. Chem. 262(29) , 14141-5, (1987) A novel phosphonoglycosphingolipid named SGL-I containing 3 mol of 2-aminoethylphosphonate residues was isolated from the skin of a sea gastropod, Aplysia kurodai. The saccharide moiety of the glycolipid was characterized as 4-O-methyl-GlcNAc alpha 1----4GalN... |
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Inhibition of N-acetylglucosamine kinase and N-acetylmannosamine kinase by 3-O-methyl-N-acetyl-D-glucosamine in vitro.
Eur. J. Biochem. 204(3) , 1165-8, (1992) 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 ... |
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Utility of 3-O-methyl-N-acetyl-D-glucosamine, an N-acetylglucosamine kinase inhibitor, for accurate assay of glucokinase in pancreatic islets and liver.
Enzyme Protein 48(3) , 135-42, (1994) Glucokinase, an enzyme that catalyzes the phosphorylation of glucose, constitutes the key regulatory step in glucose metabolism in pancreatic islets and liver. We found that 3-O-methyl-N-acetyl-D-glucosamine (3-O-methyl-GlcNAc) potently inhibits glucose phosp... |