3459-29-8

Usage

InChI:InChI=1/C14H20N2O6/c1-7(18)16-11-13(20)12(19)10(6-17)22-14(11)21-9-4-2-8(15)3-5-9/h2-5,10-14,17,19-20H,6,15H2,1H3,(H,16,18)/t10-,11-,12-,13-,14?/m1/s1

Upstream product

• 3459-18-5 4-nitrophenyl N-acetyl-β-D-glucosaminide 
• 3006-60-8 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose 
• 100-02-7 4-nitro-phenol 
• 3068-34-6 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester 
• 13089-27-5 p-nitrophenyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranoside 
• 65907-85-9 p-aminophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-O-β-D-glucopyranoside 

Downstream Products

• 135253-87-1 p-Acryloylaminophenyl 2-acetamido-2-deoxy-β-D-glucopyranoside 

Relevant academic research and scientific papers

Synthesis and biodistribution studies of carbohydrate derivatives radiolabeled with technetium-99m

Three carbohydrate derivatives, MAG3-Gl, MAG3-Ga, MAG3-NG, were synthesized and radiolabeled in high yields. These substances were injected in health Swiss mice and their biodistribution were evaluated. Among them, 99

Incorporation of carbohydrates and peptides into large triazine-based screening libraries using automated parallel synthesis

A procedure for the sequential, selective derivatization of cyanuric chloride that allows for the incorporation of carbohydrates and peptides has been elucidated. As a result, large combinatorial arrays of individual derivatives, over 40,000 in all, have

Synthesis of 4-aminophenyl N-acetyl-β-D-glucosaminide derivatives and their application to the rate-assay of N-acetyl-β-D-glucosaminidase

Four N-acetyl-β-D-glucosaminides, 4-amino-2,6-dibromophenyl (1a), 4-amino-2,6-dichlorophenyl (1b), 4-amino-2-chlorophenyl (1c) and 4-aminophenyl N-acetyl-β-D-glucosaminides (1d) were synthesized. Substrates lac were hydrolyzed by N-acetyl-β-D-glucosaminid

CHEMO-ENZYMATIC SYNTHESIS OF A GLYCOPOLYMER CARRYING CLUSTERED-N-ACETYL-Β-LACTOSAMINE MOIETIES

A polyacrylamide derivative having a β-linked N-acetyllactosamine moiety, a major component of oligosaccharide chains of glycoproteins, on each repeating unit was synthesized via a chemo-enzymatic process. p-Nitrophenyl N-acetyl-β-lactosaminide was prepar

Carbohydrate protein interactions. Syntheses of agglutination inhibitors of wheat germ agglutinin by phase transfer catalysis

Starting from chloride 1, a series of para-substituted aryl 2-acetamido-2-deoxy-β-D-glucopyranosides were prepared using phase transfer catalysis conditions with tetrabutylammonium hydrogen sulfate in 1 M sodium hydroxide and methylene chloride at room temperature.Zemplen de-O-acetylation afforded the unprotected glycosides.Optimization of reaction conditions was evaluated.Several functional group manipulations were effected to widen the number and nature of the para-substituents. Key words: phase transfer catalysis, aryl 2-acetamido-2-deoxy-β-D-glucopyranosides.

Syntheses and Transformations of Glycohydrolase Substrates into Protein Conjugates Based on Michael Additions

The glycosyl chloride 1 and bromides 2 and 3 were stereospecifically transformed into p-nitrophenyl glycosides by phase transfer catalysis; these glycohydrolase substrates were reduced and N-acryloylated to afford Michael acceptors which reacted with amine functions of proteins.