141019-70-7Relevant articles and documents
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.
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