82827-77-8

Upstream product

• 98-88-4 benzoyl chloride 
• 13343-62-9 benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside 
• 10364-94-0 1-benzoylimidazole 
• 33423-31-3 benzyl 2-acetamido-3-O-benzoyl-2-deoxy-α-D-glucopyranoside 

Downstream Products

• 141019-69-4 Benzyl-2-acetamido-3,6-di-O-benzoyl-2-desoxy-4-O-(trifluormethylsulfonyl)-α-D-glucopyranosid 
• 174866-50-3 benzyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-4-O-(2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-α-D-glucopyranoside 
• 141019-75-2 Benzyl-2-acetamido-3,6-di-O-benzoyl-2,4-didesoxy-α-D-xylo-hexopyranosid 
• 38420-45-0 Benzyl-2-acetamido-4-azido-2,4-didesoxy-α-D-galactopyranosid 
• 149818-00-8 2-Acetamido-1,4-imino-1,2,4-tridesoxy-D-galaktitol 
• 155136-04-2 Benzyl-2-acetamido-4-azido-2,4-didesoxy-3,6-di-O-dibenzoyl-α-D-galactopyranosid 
• 3554-93-6 benzyl 2-acetamido-2-deoxy-α-D-galactopyranoside 
• 81997-63-9 benzyl 2-acetamido-2,6-dideoxy-α-D-galactopyranoside 
• 141019-73-0 Benzyl-2-acetamido-2,6-didesoxy-3,4-O-isopropyliden-α-D-galactopyranosid 
• 141019-72-9 Benzyl-2-acetamido-2,6-didesoxy-6-iod-3,4-O-isopropyliden-α-D-galactopyranosid 
• 112289-51-7 benzyl 2-acetamido-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside 
• 141019-87-6 Benzyl-2-acetamido-6-O-allyl-2-desoxy-3,4-O-isopropyliden-α-D-galactopyranosid 
• 141019-97-8 Benzyl-2-acetamido-2-desoxy-6-O-(4,4-azipentyl)-α-D-galactopyranosid 
• 142925-53-9 Benzyl-2-acetamido-2-desoxy-6-O-(2,3-epoxypropyl)-α-D-galactopyranosid 

Relevant academic research and scientific papers

Synthesis of 4-deoxy analogues of 2-acetamido-2-deoxy-D-glucose and 2-acetamido-2-deoxy-D-xylose and their effects on glycoconjugate biosynthesis

4-Deoxy analogues of 2-acetamido-2-deoxy-D-glucose and 2-acetamido-2-deoxy-D-xylose were synthesized and evaluated as inhibitors of glycoconjugate biosynthesis. Methyl 2-acetamido-2,4-dideoxy-β-D-xylo-hexopyranoside (11) showed a reduction in [3/sup

Synthesis of 4-deoxy-4-fluoro analogues of 2-acetamido-2-deoxy-D-glucose and 2-acetamido-2-deoxy-D-galactose and their effects on cellular glycosaminoglycan biosynthesis

4-Deoxy-4-fluoro analogues of 2-acetamido-2-deoxy-D-glucose and 2-acetamido-2-deoxy-D-galactose were synthesized and evaluated as inhibitors of hepatic glycosaminoglycan biosynthesis. 2-Acetamido-1,3,6-tri-O-acetyl-2,4-dideoxy-4-fluoro-D-glucopyranose (16) exhibited a reduction of [3H]GlcN and [35S]SO4 incorporation into hepatocyte cellular glycosaminoglycans to 12 and 18%, respectively, of the control cells, at 1.0 mM. Similarly, 2-acetamido-1,3,6-tri-O-acetyl-2,4-dideoxy-4-fluoro-D-galactopyranose (31) exhibited a reduction of [3H]GlcN and [35S]SO4 incorporation to 1 and 9%, respectively, of the control cells, at 1.0 mM. Unlike 16, 31 exhibited a reduction of [14C]Leu incorporation into cellular protein to 57% of control cells, at 1.0 mM. Copyright (C) 2000 Elsevier Science Ltd.

Synthese von 2-Acetamido-1,4-imino-1,2,4-tridesoxy-D-galaktitol und kompetitive Inhibition der humanen lysosomalen β-Hexosaminidase A

The synthesis of 2-acetamido-1,4-imino-1,2,4-trideoxy-D-galactitol (1; 2-acetamido-4-amino-1,4-anhydro-2,4-dideoxy-D-galactitol) by two different routes starting from 2-acetamido-2-deoxy-D-glucose is described.Compound 1 is a competitive inhibitor of human lysosomal β-hexosaminidase A with Ki values of 18 μM (β-subunit) and 220 μM (α-subunit).Similar properties were found for the already known 2-acetamido-2-deoxy-D-gluco-hydroximo-1,4-lactone.

Building Units of Oligosaccharides, CII. - Synthesis of Modified Derivatives of 2-Acetamido-2-deoxy-D-galactose for the Examination of Substrate Specifities of Core 1-β3-Gal-Transferase and Core 3-β3-GlcNAc-Transferase Involved in the Biosynthesis of O-Gl

The 2-, 3-, 4-, and 6-deoxy derivatives of benzyl 2-acetamido-2-deoxy-α-D-galactopyranoside (7) have been synthesized to test substrate specifities of glycosyltransferases involved in the biosynthesis of O-glycoproteins.The core 1-β3-Gal-transferase does