Synthesis of a disaccharide fragment of rhamnogalacturonan II

Synthesis of a disaccharide fragment of rhamnogalacturonan II

[Display omitted] A disaccharide portion of the A-side chain of the rhamnogalacturonan II oligosaccharide has been prepared. Glycosylation of methyl (methyl 3,4- O-isopropylidene-α- d-galactopyranosid)uronate with p-tolyl 2,3-di- O-acetyl-3- C-(benzyloxymethyl)-1-thio-α/β- d-erythrofuranoside was ca...

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Veröffentlicht in:Carbohydrate research 2004-10, Vol.339 (15), p.2507-2513
Hauptverfasser: Buffet, Magali A.J., Rich, Jamie R., McGavin, Robert S., Reimer, Kerry B.
Format: Artikel
Sprache:eng
Schlagworte:
Apiose
Carbohydrate Conformation
Carbohydrate Sequence
Cell Wall - chemistry
Disaccharides - chemical synthesis
Galacturonic acid
Glycosylation
Pectins - chemistry
Plants - chemistry
Rhamnogalacturonan II
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Zusammenfassung:[Display omitted] A disaccharide portion of the A-side chain of the rhamnogalacturonan II oligosaccharide has been prepared. Glycosylation of methyl (methyl 3,4- O-isopropylidene-α- d-galactopyranosid)uronate with p-tolyl 2,3-di- O-acetyl-3- C-(benzyloxymethyl)-1-thio-α/β- d-erythrofuranoside was carried out using N-iodosuccinimide as promoter and silver trifluoromethanesulfonate as catalyst. Removal of the protecting groups gave the β- d-Api f-(1→2)-α- d-Gal pA-OMe disaccharide.
ISSN:0008-6215
1873-426X
DOI:10.1016/j.carres.2004.08.004