82305-29-1Relevant academic research and scientific papers
Stereoselective and effective synthesis of alkyl α-D-gluco- and α-D-galactopyranosides
Kasprzycka,Szeja
, p. 329 - 333 (2007/10/03)
Practical, improved synthesis of alkyl α-D-glycopyranosides by reaction of O-gluco- or O-galactopyranosyl N-allyl thiocarbamate with bromine followed by addition of alcohol is described. This process proceeded very fast to give the glycosides in good yiel
Effect of anomeric linkage on the sialylation of glycosides by cells
Kasuya, Maria Carmelita Z.,Ikeda, Maki,Hashimoto, Kazuhiko,Sato, Toshinori,Hatanaka, Kenichi
, p. 705 - 715 (2007/10/03)
The synthesis of sialylated glycosides using saccharide primers and cells was investigated. α·and β·Saccharide primers were chemically synthesized and introduced into B16 melanoma cells to prime oligosaccharide synthesis. Incorporation of α- and β-dodecyl lactosides into B16 cells resulted in the sialylation of the galactose residue to give GM3-type oligosaccharides. The β-dodecyl galactoside primer was sialylated but the α-dodecyl galactoside primer was not. Both the α- and β-dodecyl glucoside primers were not elongated. In the glycosylation of primers by cells, this research confirmed that sialyl transferases tolerate acceptor modifications and are permissive to primer elongation regardless of the α- or β-linkage to the aglycon unit. However, the presence of the terminal galactose residue that is β-linked to the adjacent saccharide or aglycon unit is essential for sialylation by cellular enzymes to occur. Copyright Taylor & Francis, Inc.
A Stereoselective One-stage α-Glucosylation with 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranose and a Mixture of Methanesulfonic Acid, Cobalt(II) Bromide, and Tetraethylammonium Perchlorate
Koto, Shinkiti,Morishima, Naohiko,Zen, Shonosuke
, p. 1543 - 1547 (2007/10/02)
A one-stage procedure for the stereoselective α-glucosylation of alcohol with 2,3,4,6-tetra-O-benzyl-α-D-glucopyranose and a mixture of methanesulfonic acid, cobalt(II) bromide, and tetraethylammonium perchlorate is described.The mechanism of the glucosylation reaction is discussed.
