130259-50-6Relevant articles and documents
Stereoselective Synthesis of 2-Amino-2-deoxy-β-D-glucopyranosides and Galactopyranosides by Using a Catalytic Amount of Tin(II) Trifluoromethanesulfonate
Mukaiyama, Teruaki,Matsubara, Koki
, p. 1755 - 1758 (1992)
In the presence of catalytic amounts of tin(II) trifluoromethanesulfonate, various 2-amino-2-deoxy-β-D-glucopyranosides or galactopyranosides are stereoselectively synthesized in good yields from 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarb
Chemical synthesis of 4-azido-β-galactosamine derivatives for inhibitors of N-acetylgalactosamine 4-sulfate 6-O-sulfotransferase
Hor, Seanghai,Kodama, Takumi,Sugiura, Nobuo,Kondou, Hikaru,Yanagida, Mio,Yanagisawa, Keiya,Shibasawa, Aoki,Tsuzuki, Bunta,Fukatsu, Naoto,Nagao, Kazuya,Yamana, Kenji,Hidari, Kazuya I. P. J.,Watanabe, Hideto,Habuchi, Osami,Nakano, Hirofumi
, p. 477 - 491 (2018/09/20)
Chondroitin sulfate E (CS-E) plays a crucial role in diverse processes ranging from viral infection to neuroregeneration. Its regiospecific sulfation pattern, generated by N-acetylgalactosamine 4-sulfate 6-O-sulfotransferase (GalNAc4S-6ST), is the main structural determinant of its biological activity. Inhibitors of GalNAc4S-6ST can serve as powerful tools for understanding physiological functions of CS-E and its potential therapeutic leads for human diseases. A family of new 4-acylamino-β-GalNAc derivatives and 4-azido-β-GalNAc derivatives were synthesized for their potential application as inhibitors of GalNAc4S-6ST. The target compounds were evaluated for their inhibitory activities against GalNAc4S-6ST. The results revealed that 4-pivaloylamino- and 4-azido-β-GalNAc derivatives displayed evident activities against GalNAc4S-6ST with IC50 value ranging from 0.800 to 0.828?mM. They showed higher activities than benzyl D-GalNAc4S that was used as control.
An Efficient Method for the Stereoselective Synthesis of 2-Amino-β-D- and α-D-Glycosides from Peracylated Sugars Using Active Acidic Species
Matsubara, K.,Mukaiyama, T.
, p. 2365 - 2382 (2007/10/02)
In the presence of a catalytic amount of tin(II) trifluoromethanesulfonate or ytterbium(II) trifluoromethanesulfonate, various 2-amino-β-D-glucopyranosides or galactopyranosides are stereoselectively synthesized in high yields from 1,3,4,6-tetra-O-acetyl-