153448-93-2Relevant academic research and scientific papers
Synthesis of UDP-6-deoxy- and 6-fluoro-D-galactoses and their enzymatic glycosyl transfer to mono- and biantennary carbohydrate chains
Kodama,Kajihara,Endo,Hashimoto
, p. 6419 - 6422 (1993)
Glycosylation with chemically prepared UDP-6-deoxy-D-galactose and its 6-fluoro analog using bovine (1-4)-β-D-galactosyltransferase was demonstrated to be effective enough for practical purposes. A biantennary pentasaccharide having two 6'-deoxylactosamin
Enzymic transfer of 6-modified D-galactosyl residues: Synthesis of biantennary penta- and hepta-saccharides having two 6-deoxy-D-galactose residues at the nonreducing end and evaluation of 6-deoxy-D-galactosyl transfer to glycoprotein using bovine β-(1 4)-galactosyltransferase and UDP-6-deoxy-D-galactose
Kajihara,Endo,Ogasawara,Kodama,Hashimoto
, p. 273 - 294 (2007/10/02)
UDP-6-Deoxy-D-galactose and UDP-6-deoxy-6-fluoro-D-galactose were synthesized and their transfer to 2-acetamido-2-deoxy-D-glucose (N-acetyl-D-glucosamine) by β-(1 → 4)-galactosyltransferase was examined. The transfer rates of 6-deoxy-D-galactose and 6-deoxy-6-fluoro-D-galactose were 1.3 and 0.2% of that of D-galactosyl transfer, respectively. The 2-acetamido-4-O-(6-deoxy-β-D-galactopyranosyl)-2-deoxy-D-glucopyranos e (6'-deoxy-N-acetyllactosamine) and methyl 2-acetamido-4-O-(6-deoxy-6-fluoro-β-D-galactopyranosyl)-2-deoxy-D-glu copyranoside (6'-deoxy-6'-fluoro-N-acetyllactosamine) were synthesized enzymatically in 30 and 59% yields, respectively. Further, 6-deoxy-D-galactose could be completely transferred to N-linked type biantennary oligosaccharides having two N-acetyl-D-glucosaminyl residues at the nonreducing end to give the corresponding penta- and hepta-saccharides in 55 and 57% yields, respectively. An assay of 6-deoxy-D-galactosyl transfer using asialo agalacto α1-acid glycoprotein as an acceptor suggested that 6-deoxy-D-galactose was transferred to about 30% of the N-acetyl-D-glucosaminyl residues in the N-linked oligosaccharides of the glycoprotein.
