Synthesis of alpha-D-galactopyranosyl-linked oligosaccharides containing the alpha-Gal-->beta-Gal-->GlcNAc sequence employing methyl-2,3,4,6-tetra-O-(4-methoxybenzyl)-1-thio-beta-D-galactopyranosid e as an efficient glycosyl donor.
Synthesis of two trisaccharides and a tetrasaccharide, namely, alpha-Gal-(1-->3)-beta-Gal-(1-->3)-GlcNAc-beta-OBn (6), alpha-Gal-(1-->3)-beta-Gal-(1-->4)-GlcNAc-beta-OBn (9) and alpha-Gal-(1-->3)-beta-Gal-(1-->4)-GlcNAc-beta-(1-->6)-GalNAc- alpha-OBn (19) was accomplished through development and utilization of a key alpha-galactosyl donor, methyl 2,3,4,6-tetra-O-(4- methoxybenzyl)-1-thio-beta-D-galactopyranoside (1).
Reddy
G V
GV
Department of Gynecologic Oncology, Roswell Park Cancer Institute, Buffalo, NY 14263.
Jain
R K
RK
Bhatti
B S
BS
Matta
K L
KL
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D006031:Glycosylation; D008756:Methylgalactosides / Q000737:chemistry*; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009844:Oligosaccharides / Q000138:chemical synthesis*; D014312:Trisaccharides / Q000138:chemical synthesis*
D008756:Methylgalactosides; D009844:Oligosaccharides; D014312:Trisaccharides; C090689:methyl-2,3,4,6-tetra-O-(4-methoxybenzyl)-1-thiogalactopyranoside