150969-29-2Relevant academic research and scientific papers
Chemical approach for the syntheses of GM4 isomers with sialic acid to non-natural linkage positions on galactose
Kurimoto, Kenta,Yamamura, Hatsuo,Miyagawa, Atsushi
, p. 39 - 50 (2015/01/08)
Cell-surface glycans containing sialic acid are involved in various biological phenomena. However, the syntheses of GM4 derivatives with (2→2) and (2→4) linkages have not been investigated to date. In this study, sialylation of all of the hydroxyl groups on galactose were investigated for the syntheses of GM4 isomers. Regioselective sialylation was achieved via protection of galactosyl acceptors using electron-rich benzyl groups. These synthetic sialylated glycans will prove to be useful tools for studying unidentified carbohydrate-mediated biological roles.
An easy and versatile approach for the regioselective De-O-benzylation of protected sugars based on the I2/Et3SiH combined system
Pastore, Antonello,Valerio, Silvia,Adinolfi, Matteo,Iadonisi, Alfonso
experimental part, p. 5881 - 5889 (2011/06/24)
The use of cheap and easy to handle reagents, such as I2 and Et3SiH, at low temperature allows the regioselective removal of benzyl protecting groups from highly O-benzylated carbohydrates. The observed regioselectivity is dependent
Novel aspects of interaction between UDP-Gal and GlcNAc β-1,4-galactosyltransferase: Tansferability and remarkable inhibitory activity of UDP-(mono-O-methylated Gal), UDP-Fuc and UDP-Man
Endo, Tsuyoshi,Kajihara, Yasuhiro,Kodama, Hisashi,Hashimoto, Hironobu
, p. 1939 - 1948 (2007/10/03)
Four mono-O-methylated and one mono-O-acetylated UDP-D-Gal analogues and UDP-L-Fuc were synthesized. 2-O-Methyl-D-galactose residue was enzymatically transferred to give 2'-O-methyllactosaminide in high yield. UDP-Fuc and UDP-Man showed potent inhibitory
Synthesis of structural elements of the capsular polysaccharide of Streptococcus pneumoniae type 8
Koeman,Kamerling,Vliegenthart
, p. 5291 - 5304 (2007/10/02)
The synthesis is reported of propyl 4-O-α-D-galactopyranosyl-β-D-glucopyranosiduronic acid (25), 4-O-[4-O-(β-D-glucopyranosyluronic acid)-β-D-glucopyranosyl]-D-glucopyranose (34) and 4-O-(4-O-β-D-glucopyranosyl-α-D-glucopyranosyl)-D-galactopyranose (38),
