82827-77-8Relevant articles and documents
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
Berkin, Ali,Szarek, Mark A.,Plenkiewicz, Jan,Szarek, Walter A.,Kisilevsky, Robert
, p. 30 - 45 (2007/10/03)
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
Berkin, Ali,Szarek, Walter A.,Kisilevsky, Robert
, p. 250 - 263 (2007/10/03)
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
Liessem, Bernhard,Giannis, Athanassios,Sandhoff, Konrad,Nieger, Martin
, p. 19 - 30 (2007/10/02)
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
Paulsen, Hans,Rutz, Volker,Brockhausen, Inka
, p. 735 - 746 (2007/10/02)
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