V-Acetyl-D-glucosamine

Henry reaction of the (V-acetyl-D-glucosamine derived nitrosugar 1 with 2,3-O-cyclohexylidene-D-glyceraldehyde (2) furnishes a single product 3 in 85-90% yield7. 

Acetamino-furan aus V-Acetyl-D-glucosamin ein Beitrag zur Theorie... 

K. Krenek, M. Kuldova, K. Hulfkova, I. Stibor, P. Lhotak, M. Dudic, J. Budka, H. Pelantova, K. Bezouska, A. Fiserova, and V. Kren, /V-Acetyl-D-glucosamine substituted calix[4]arenes as stimulators of NK cell-mediated antitumor immune response, Carbohydr. Res., 342 (2007) 1781-1792. 

GP Glycoprotein with oligosaccharide /V-acetyl-D-glucosamine O D-Galactose O D-Fucose... 

Yamada K, Minoda M, Miyamoto T. Controlled synthesis of amphiphilic block copolymers with pendant V-acetyl-D-glucosamine residues by living cationic polymerization and their interaction with WGA lectin. Macromolecules 1999 32 3553-3558. 

Whistler and Smart10 have proposed as the possible repeating unit in hyaluronic acid, a disaccharide (VI) of D-glucuronic acid and V-acetyl-D-glucosamine. 

When V-acetyl-D-glucosamine is heated with dilute sodium carbonate solution a colorless chromogen is formed. The latter yields a violet dyestuff370 with p-dimethylaminobenzaldehyde in acidic solution. This reaction is the basis of the quantitative determination of A-acetylamino sugars (Morgan-Elson reaction). 

Chromatographic experiments on the formation of the chromogen shows that three chromogens were formed in the presence of each other, and they were called I, II, and III by Kuhn et al. Chromogen III forms only in small yield, by the action of hot dilute sodium carbonate solution on V-acetyl-D-glucosamine. It is formed in larger yield when V-acetylglucosamine is refluxed with pyridine. 3-Acetamidofuran also forms in small quantity. 

There are several polysaccharides containing the /1-(1 4) stracture, but with monomer residues other than D-glucop)ranose, such as )V-acetyl-D-glucosamine, D-glucosamine, iV-acetyl-D-muramic acid. 

D-Giucosamine (Chitosamine) (2-Amino-2-deoxy-D-glucose) and /V-acetyl-D-glucosamine (2-Acetamido-2-deoxy-D-glucose)... 

Radioactivity introduced into hyaluronate by uridine diphosphate V-acetyl-D-glucosamine labeled with acetyl-l-C in a homogenate of Rous chicken-wing sarcoma (free from nucleoside-triphosphoric acid) is... 

When V-acetyl-D-glucosamine (I) and oxalacetic acid (II) were kept in aqueous solution for 2-3 days at pH 11, material giving a positive Bial test was formed, corresponding to an 8.8% yield of V-acetylneuraminic acid (III). After ion exchange followed by charcoal chromatography, crude V-acetylneuraminic acid was obtained in a much smaller yield (only 1.7 %). It is probable that other nonuloses were also formed under these conditions and contributed to the Bial coloration. The recrystallized acid was found to be identical in its decomposition temperature, x-ray diffraction pattern,... 

The V-acetyl-D-glucosamine-binding lectins comprise a diverse group of lectins which, except in a few cases, recognize sequences of P-l,4-linked GlcNAc. The exceptions include the Man/Glc-binding lectins which exhibit a secondary, low binding affinity... 

This assay is used to investigate hyaluronidase activities from a variety of sources or to estimate the inhibitory capacities of compounds on the enzyme. The assay is based on the determination of the liberated /V-acetyl-D-glucosamine end groups from hyaluronan after digestion by hyaluronidase [60]. A comparison has been made between the Moigan-Elson and neocuproine assays and of the influence of inhibitors [138]. 

Before the introduction of site-directed mutagenesis, chemical modification was the predominant means of altering a specific amino acid the earliest report with lysozyme was from Parsons and Raftery (241), who prepared the ethyl ester derivative of Asp-52 by reaction with triethyloxonium fluoroborate the modified enzyme lost catalytic function but not substrate affinity. An ethyleneimine reaction product of Asp-52 has also been prepared with similar effects on catalysis (242). Sharon and co-workers modified and then regenerated Asp-52 to eliminate concern that inactivation results from experimental manipulation rather than specific amino acid modification (243, 244). Thus, Asp-52 was first esteri-fied with an epoxypropyl-jS-glycoside derivative of di-(/V-acetyl-D-glucosamine), then reduced to homoserine or hydrolyzed to return the free aspartate. Both the... 

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