Glucopyranoside phenyl 2-acetamido-2-deoxy

Interestingly, Matsumoto and Osawa196 reported that p-nitrophenyl (and phenyl) 2-acetamido-2-deoxy-/3-D-glucopyranoside, at a concentration of 10 mg/ml, did not inhibit the agglutination reaction between the potato lectin and human erythrocytes, whereas both p-nitrophenyl 2-acetamido-2,6-dideoxy-/3-D-gIucopyranoside and phenyl 2-acet-amido-3-0-(D-l-carboxyethyl)-2-deoxy-j3-D-glucopyranoside, at a level of 5 mg/ml, completely inhibited the hemagglutinin reaction. The... 

The Km values and relative catalytic constants have been determined for the bovine liver jS-D-2-acetamido-2-deoxyglucosidase-catalysed hydrolysis of a series of substituted-phenyl 2-acetamido-2-deoxy- -D-glucopyranosides. Plots of log Km with respect to Hammett substituent constant and Hantsch substituent constant showed the enzyme-substrate affinity to be dependent on the electronic nature of the substituents but not on the hydrophobic nature. Methanol competed with water for the glycosyl-enzyme to some extent, but did not increase indicating that the deglycosylation is not rate limiting. 

Syntheses and applications as chromogenic substrates of IV-acetyl- -D-hexosaminidase of 4-[(3,5-dichloro-4-hydrm henyl)amino]phenyl, indophenyl, and the water soluble 3,4-dinitropheityl 2-acetamido-2-deoxy-/ l-D-glucopyranosides have been reported. Metl I, allyl and bemyl l-amino-l-deoxy-a-D-fructofuranosides were thesized from 1-amino-1-deojy-D-fructose by Fischer glycosidation of the IV-protected derivatives (75)... 

Kinetic measurements have indicated that neighbouring acetamido-group participation occurs in the spontaneous hydrolysis and methanolysis of 2-carboxy-phenyl 2-acetamido-2-deoxy-jS-D-glucopyranoside and in the spontaneous hydrolysis of 2,4-dinitrophenyl 2-acetamido-2-deoxy-j8-D-glucopyranoside and... 

Condensation of the appropriate per-O-acetylated glycopyranosyl bromide with 4-aminobenzenethiol in the presence of sodium methoxide has been used to prepare 4-aminophenyl l-thio-j3-D-gluco-, -galacto-, and -xylo-pyranosides and 4-aminophenyl 2-acetamido-2-deoxy-1 -thio-jS-D-glucopyranoside. 4-Amino-phenyl l-thio-/3-D-glucopyranosiduronic acid was synthesized by condensation of methyl (2,3,4-tri-O-acetyI-a-D-glucopyranosyl bromide)uronate with 4-aminobenzenethiol, followed by saponification with sodium hydroxide. An attempt to obtain the l,2-ci5-l-thioaldopyranoside by reaction of 4,6-di-0-acetyl-2,3-0-carbonyl-a-D-mannopyranosyl bromide (191) with sodium 4-nitrobenzene-... 

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