Synthesis of a disaccharide fragment of rhamnogalacturonan II.
A disaccharide portion of the A-side chain of the rhamnogalacturonan II oligosaccharide has been prepared. Glycosylation of methyl (methyl 3,4-O-isopropylidene-alpha-D-galactopyranosid)uronate with p-tolyl 2,3-di-O-acetyl-3-C-(benzyloxymethyl)-1-thio-alpha/beta-D-erythrofuranoside was carried out using N-iodosuccinimide as promoter and silver trifluoromethanesulfonate as catalyst. Removal of the protecting groups gave the beta-d-Apif-(1-->2)-alpha-D-GalpA-OMe disaccharide.
Department of Chemistry, University of Northern British Columbia, 3333 University Way, Prince George, British Columbia, Canada V2N 4Z9.
Magali A J
MA
Buffet
Jamie R
JR
Rich
Robert S
RS
McGavin
Kerry B
KB
Reimer
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002473:Cell Wall / Q000737:chemistry; D004187:Disaccharides / Q000138:chemical synthesis*; D006031:Glycosylation; D010368:Pectins / Q000737:chemistry*; D010944:Plants / Q000737:chemistry
D004187:Disaccharides; C042492:rhamnogalacturonan II; D010368:Pectins